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The Tom Dupree Show
Year-End Financial Planning Checklist: Critical Actions Before December 31st

The Tom Dupree Show

Play Episode Listen Later Dec 26, 2025 44:59


Introduction December 27th brings sudden urgency—just four days remain to implement critical year-end financial strategies that could save thousands in taxes, reduce portfolio risk, and position retirement accounts for 2025 success. Most people spend more time planning vacations than reviewing their largest asset: their retirement portfolio. But the market’s strong multi-year run has created hidden dangers in 401(k) accounts, particularly for those approaching retirement who haven’t rebalanced in years. In this episode of The Tom Dupree Show, Tom Dupree and Mike Johnson provide an essential year-end checklist covering portfolio drift, account consolidation, tax-smart charitable giving, target date fund dangers, and fraud protection as scam season intensifies. Portfolio Drift: The Silent Risk Multiplier What Five Years Did to Your 401(k) If you established a 60/40 portfolio (60% stocks, 40% bonds) five years ago and never rebalanced, you’re sitting on dramatically more risk than intended. “If you had a 60-40 split in 2020, today you’re at about 76% stocks if you’ve made no changes,” Mike Johnson explained. “And your account’s worth 20 or 30% more, so there’s more dollars at stake, at risk.” The drift problem: Stocks outperformed bonds over five years Your stock allocation grew from market gains Total account value increased substantially Risk exposure multiplied Example: $500,000 in 2020 (60% stocks = $300,000) is now $650,000 with 76% stocks = $494,000 in equities. Your stock exposure grew 65%. S&P 500 Concentration Risk “About 40% of the S&P 500 is allocated to tech and high multiple stocks,” Mike noted. “If it’s been on autopilot, now is as good a time as any to look at it critically.” Market Corrections Are Inevitable “On average, every year you have a 10% drop in the market. That’s just the cost of admission,” Mike explained. “We had one back in April—it was closer to 20%. You were looking at 40, 50% drops in some things.” “A lot of people have forgotten how—and even that they should—play defense, especially when you’re getting close to retirement,” Mike cautioned. Year-end action: Check your actual allocation today. If stocks exceed your risk tolerance, rebalance before December 31st. Account Consolidation: Simplify Now The Multiple Account Problem “People’s thinking is, if I have this account over here and this account over here, I’ve got more money,” Tom observed. “When they consolidate those accounts, every one of those five pieces put together as one is gonna get managed better.” Hidden Costs of Scattered Accounts “It’s really hard to track performance if you have multiple accounts,” Mike explained. “It’s much simpler, much more accountable when it’s all consolidated together.” Problems with scattered accounts: Impossible to track overall performance Multiple RMD calculations Complex tax reporting Higher fees (missing breakpoint discounts) Poor overall portfolio coordination Mike’s consolidation benefits: “Proper investment to reach your goals, performance tracking, tax reporting, tax planning, and possible discounts on fees.” Year-end action: List all retirement accounts—schedule consolidation to simplify 2025 RMDs and reduce fees. Tax-Smart Year-End Strategies Strategy 1: Gift Appreciated Stock “Let’s say you give $10,000 a year to charity. You can gift those appreciated shares of stock to the organization,” Mike explained. “You can put that money right back into your brokerage account and reinvest it. You could even repurchase the same stock.” The double benefit: Charitable deduction for full market value Avoid capital gains tax on appreciation Example: Stock purchased for $4,000, now worth $10,000. Gift it, avoid $6,000 capital gain, use the $10,000 cash to buy it back. Strategy 2: Qualified Charitable Distribution “If you’re of the age where you have required minimum distributions, you can do a qualified charitable distribution,” Mike explained. “If you gift the RMD straight to the charity, it never flows through as taxable income to you.” QCD advantages: Counts toward RMD requirement Reduces adjusted gross income Lowers Medicare premiums Reduces taxes on Social Security Works even if you don’t itemize Year-end deadline: Execute stock gifts or QCDs before December 31st to count for 2024 taxes. The In-Service Rollover: Plan Three Years Ahead Act at Age 59½—Even While Working “At 59 and a half, you can do what’s called an in-service rollover,” Mike explained. “Even if you’re still employed and working, you can move over the balance of your 401(k) to an IRA and invest it more specifically for your situation.” The Three-Year Retirement Transition “Let’s say you’re 59 and a half and planning on retiring at 62. You can do that rollover, get the funds invested into an income-producing portfolio,” Mike detailed. “While you’re working, that income just reinvests back in. But when you hit 62, that portfolio’s already in place, it’s already working, and literally it’s linked to your checking account.” Tom emphasized the benefit: “It makes the retirement process more comfortable because you’re not leaving work and at the same time coming in brand new, getting comfortable with our investment approach. You’ve planned for it.” The seamless transition: Portfolio established 2-3 years before retirement Dividends reinvest while still working At retirement, switch to income payout mode No adjustment period or uncertainty Year-end action: If age 59½+, investigate in-service rollover options. Target Date Funds: Hidden Dangers The Collective Investment Trust Problem “52% of the assets in target date funds—over $2 trillion—are now in collective investment trusts,” Mike reported. What makes CITs dangerous: “A collective investment trust—they’re not required to register with the SEC,” Mike explained. “They don’t have to report, as transparently, all the internal fees. And they’re allowed to hold more illiquid investments inside of them.” The Blue Rock Disaster “There was a private real estate fund—the Blue Rock Total Income Fund,” Mike detailed. “The net asset value when it was private was about $24 a share. They decided to go public. The fund closed the day it went public at $14.70.” Investor loss: 39% immediately when real market pricing was revealed. “The NAV was bogus. It was totally bogus,” Mike concluded. The Vanguard-TIAA Annuity Trap “Vanguard announced they’re partnering with TIAA, and the target date fund automatically enrolls the investor in an annuity,” Mike reported. “What they’re hoping is that these people that have been on autopilot for 40 years—they’re not gonna change from being on autopilot at year 41,” Mike explained. “It’s just gonna automatically roll into these annuities. This is a money grab to keep the assets locked in.” Why Dupree Financial Group Avoids Them “We don’t use target date funds. We don’t like what the target date fund does to the client’s return,” Tom stated. “It’s about having all your money in one spot the day you retire. That money doesn’t need to be in one spot. It needs to be growing and throwing off dividends.” Mike: “The target date’s all based on historical averages. It doesn’t take into account what’s going on in the market or your situation.” Year-end action: If in a target date fund, research what’s actually inside it before the “glide path” continues. Year-End Fraud Alert: Peak Scam Season The January-February Surge “This time last year, at the first of the year, was one of the biggest fraud pushes that we’ve seen,” Mike warned. “As we get close to the end of the year, be diligent and protect yourself.” Sophisticated Team Operations “These fraudsters are very convincing. They sound like us. They sound like an advisor,” Mike explained. “They’ll bring somebody onto the line. They’ll keep people on the line for three hours. They’ve gotten used to handling objections.” Real Client Losses “We heard two in a row from our clients—older women, same amount: $10,000 each,” Tom recounted. “One woman could afford it. The other one really couldn’t.” The Defense Strategy “The first line of defense is you, the client,” Mike stated. “If you have something that pops up on your screen—don’t click there. If somebody calls—call somebody. Call a trusted person. If you’re a client of ours, call us. But do not take action on any of these things.” Critical warning: “Do not verify within their ecosystem. They say, ‘We’ll let you verify,’ and then they transfer you. They’re all working together.” Tom’s advice: “Get off the phone or don’t click on things and get somebody that you trust to find out exactly what’s going on.” Year-end vigilance: Never click pop-ups, never transfer money based on calls, always verify independently. Your Year-End Action Plan Critical Tasks Before December 31st ✓ Check portfolio drift – Verify stock/bond allocation matches risk tolerance ✓ Rebalance if needed – Reduce risk before 2025 ✓ Execute charitable strategies – Gift stock or make QCD before deadline ✓ Consolidate accounts – Simplify RMDs and reduce fees ✓ Research in-service rollovers – If 59½+, investigate options ✓ Review target date funds – Understand holdings before glide path continues ✓ Increase fraud vigilance – Peak scam season protection Questions Before Year-End What’s my actual current allocation? How many retirement accounts do I have scattered? Am I missing tax-saving charitable strategies? Do I understand what’s in my target date fund? Am I 59½+ with rollover options available? The Bottom Line With days remaining in 2024, retirement investors face critical decisions affecting taxes, risk exposure, and 2025 positioning. Portfolio drift has likely pushed your stock allocation far beyond original intentions. Target date funds may contain illiquid investments, opaque fees, and automatic annuitization. But opportunities exist: tax-smart giving, consolidation, in-service rollovers, and rebalancing. “All of these things fit into more of a holistic long-term retirement financial plan,” Mike concluded. “You want everything moving in the right direction to accomplish your goals.” Schedule Your Portfolio Review Is your portfolio drifted into dangerous territory? Missing tax-saving strategies? Approaching retirement without a transition plan? Call (859) 233-0400 or schedule your complimentary portfolio review. Dupree Financial Group – Where we make your money work for you. Important Disclosures Dupree Financial Group is a registered investment advisor with the U.S. Securities and Exchange Commission (SEC). This content is for informational purposes only and does not constitute investment advice, tax advice, or a solicitation. Past performance does not indicate future results. All investments involve risk, including potential loss of principal. Tax strategies should be reviewed with a qualified tax professional. Before making investment or tax decisions, consult qualified professionals. For more information, review our Form ADV Part 2A at www.adviserinfo.sec.gov or call (859) 233-0400. The post Year-End Financial Planning Checklist: Critical Actions Before December 31st appeared first on Dupree Financial.

Vast Voice produced by VastSolutionsGroup.com
Use Estate Planning Before It's Too Late!

Vast Voice produced by VastSolutionsGroup.com

Play Episode Listen Later Dec 26, 2025 24:41


Estate planning isn't optional—it's inevitable. In this comprehensive presentation, R. Kenner French makes one thing unmistakably clear: everyone is going to die, but not everyone prepares wisely. Estate planning is about more than documents—it's about protecting heirs, minimizing taxes, avoiding chaos, and ensuring your life's work is distributed exactly as you intend. Waiting too long often leads to probate, public exposure of assets, family conflict, and unnecessary tax burdens that could have been avoided with proper planning. Kenner explains estate planning in practical, human terms, breaking down what an estate truly includes—from real property and businesses to investments and personal assets. He clarifies essential roles such as beneficiaries, trustees, grantors, and executors, while emphasizing how probate exposes estates to delays, legal costs, and public scrutiny. A will alone, he stresses, is not enough—it cannot avoid probate, protect privacy, or provide the level of tax efficiency that most high-net-worth families need. Trusts take center stage as the cornerstone of smart estate planning. Kenner highlights powerful strategies like credit shelter trusts and bypass trusts, which can legally shield assets from estate taxes when structured properly and established early enough to meet IRS rules. Tax efficiency is a recurring theme throughout the discussion. Kenner explains estate taxes, inheritance taxes, and how gross and net estate values are calculated—factoring in debts, expenses, and administrative costs. Life insurance is presented as a strategic tool, especially for larger estates, with a breakdown of survivorship policies, first-to-die policies, and advanced structures like ILITs that can remove insurance proceeds from taxable estates altogether. Charitable planning and advanced strategies round out the conversation. Charitable remainder trusts and charitable lead trusts are explored as options for charitably inclined individuals who also want income, capital gains relief, or tax deductions. Kenner emphasizes that charitable trusts should be driven by genuine philanthropic intent—not just tax avoidance—while still acknowledging their powerful financial benefits when used correctly. The core message is simple but urgent: act now, not later. Through VastSolutionsGroup.com and the newly merged Vast Asset Defense team, Kenner offers a true one-stop shop—integrating tax strategy, finance, AI, asset protection, and estate planning under one roof. Takeaways• Estate planning is essential for everyone, especially as we age.• The goals of estate planning include minimizing confusion and taxes.• Wills do not avoid probate and can expose assets to public scrutiny.• Regular updates to estate plans are crucial, ideally every three to five years.• Trusts can provide significant tax benefits and protect assets.• Estate taxes can significantly impact the distribution of wealth.• Life insurance plays a vital role in estate planning and tax reduction.• Choosing beneficiaries requires careful consideration to avoid complications.• Planning early can optimize the amount passed to heirs.• Consulting with professionals is key to effective estate planning.Sound Bites• Do estate planning before it's too late.• A will cannot avoid probate.• Choosing beneficiaries can be tricky.Listen & Subscribe for More:

The Liquidity Event
Rebroadcast: John Owens on Year-End Equity Compensation Planning

The Liquidity Event

Play Episode Listen Later Dec 25, 2025 33:59


Today we're sharing a special rebroadcast of John Owens's appearance on The Long Term Investor with Peter Lazaroff. In this episode, John breaks down a clear, practical year-end playbook for equity compensation, including RSUs, ISOs/NQSOs, and ESPPs, and highlights the tax traps and planning opportunities clients should keep on their radar. You'll hear John and Peter discuss: How to prioritize equity comp decisions at year-end  Common RSU withholding pitfalls that lead to April surprises  ISO/AMT basics and why late-year exercises can be risky  Building a rules-based selling strategy to manage concentration  When donor-advised funds and multi-year planning make sense This episode originally aired on The Long Term Investor and is shared here with permission. To explore more of Peter's work, visit The Long Term Investor. Key Timestamps: (00:00) Introduction (03:15) A hard-won lesson: when AMT grows larger than your stock (and what to do next) (04:21) Don't start equity planning on December 15 (really) (05:19) First move: build an inventory and triage the quick wins (08:18) AMT 101 for ISO holders: the "parallel" tax you don't want to pay (10:47) RSUs: why 22% withholding often sets up an April tax bill (12:24) ESPPs: capture the discount, control concentration (14:55) Designing a rules-based sell plan to unwind concentration risk (18:11) The base rates on single stocks: why a diversification plan matters more than a "feel" (20:42) 10b5-1 plans: automate good behavior and expand your ability to sell (23:31) Charitable giving with concentrated stock: donor-advised funds and timing across 2025/2026 (26:11) Family gifting: UTMAs, kiddie tax, step-up in basis, and multi-generational choice (27:28) The year-end document checklist most people miss (29:17) When to hire help (and when not to) (31:19) Biggest year-end mistakes to avoid

Retirement Revealed
Should You Give Away Your Money in Retirement?

Retirement Revealed

Play Episode Listen Later Dec 24, 2025 26:48


Jeremy Keil weighs the opportunities and risks associated with giving your money away to your kids and charity. Most retirees I talk with don't worry about whether they can give money away.They worry about whether they should. When you've worked hard, saved diligently, and reached a point where you have more than you need, a new question quietly creeps in:What's the purpose of the extra? In this episode of Retire Today, I walk through what I see every day in real retirement plans — the good, the bad, and the unintended consequences of giving money to kids and to charity. Because while giving can be deeply meaningful, it can also backfire if it's not done intentionally. Giving to Kids: Blessing or Burden? When it comes to kids, I hear two very common philosophies. One group says, “I'm not trying to leave money to my kids. If there's something left, that's fine.”The other says, “I worked hard for this money, and I want to make sure it helps my family.” Both sound reasonable. But what actually happens is often more complicated. In practice, most giving to kids happens by default, not by design — through inheritance. The problem is timing. If you pass away in your 80s or 90s, your kids are likely in their late 50s or 60s. Statistically, that's when incomes and net worth tend to be the highest. In other words, that may be the moment they need your money the least. I've also seen well-intentioned gifts create unintended pressure. Large down payments on homes can raise a child's lifestyle without raising their income — leading to higher expenses, more stress, and sometimes less financial stability. Giving feels generous, but it can quietly shift responsibility away from your kids and onto you. A better rule of thumb?Give in ways that remove a burden, not create one. Education costs, health care needs, or meaningful experiences often help without inflating expectations or expenses. Experiences, especially shared ones, tend to create far more joy — for you and for them — than writing a check and hoping it helps. Giving to Charity: Now, Later, or Both? Charitable giving tends to be more intentional, but still incomplete. Many people plan to leave money to charity someday, yet never think through what that looks like or how it fits into their broader retirement plan. Others give modest amounts each year but leave significant sums later — without ever telling the charities involved. What I've seen repeatedly is this:When people give with intention, their stress goes down and their satisfaction goes up. In fact, people who have clarity around where their money will go often feel lighter — as if a quiet financial worry has been resolved. When charities know they're part of your long-term plan, relationships deepen. You stay informed, feel more connected, and often find joy in seeing the impact of your giving while you're still here. There's also strong evidence that giving makes people happier. Whether happier people give more, or giving makes people happier, may be up for debate — but in practice, generosity consistently shows up alongside fulfillment. The Bigger Question Isn't “How Much?” Most people ask me, “How much can I give?”That's usually the wrong question. The better questions are: Should I give? When should I give? How do I give in a way that actually helps? Giving later through inheritance is easy. Giving earlier — thoughtfully and intentionally — is far more impactful. You get to see the benefit, adjust if needed, and align your money with what matters most to you. In retirement, money isn't just about security.It's about purpose. When giving is done well, it doesn't create regret — it creates meaning. Don't forget to leave a rating for the “Retire Today” podcast if you've been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337 Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA® is a financial advisor in Milwaukee, WI, author of the bestseller Retire Today: Create Your Retirement Master Plan in 5 Simple Steps and host of both the Retire Today Podcast and Mr. Retirement YouTube channel Additional Links: Buy Jeremy's book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps “Die with Zero” by Bill Perkins Die With Zero by Bill Perkins | Discover the Ultimate Guide to Living Life to the Fullest – Mr. Retirement YouTube Channel “More Than Enough” by Dave Ramsey “The Millionaire Next Door” by Thomas Stanley and William Danko How much can I give my kids before paying IRS Gift Tax? – Mr. Retirement YouTube Channel What is the IRS gift tax limit in 2025? – Mr. Retirement YouTube Channel What is the IRS Gift Tax Limit for 2026? – Mr. Retirement YouTube Channel The “I Hate Budgets” Retirement Plan: Retire Intentionally with Zac Larson – Retire Today Podcast Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy's Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

CHCH Podcasts
Santa and Mrs. Claus talk Christmas preparations and charitable work ahead of the big day

CHCH Podcasts

Play Episode Listen Later Dec 23, 2025 20:39


With Christmas just a couple of sleeps away, Mr. and Mrs. Claus join Newsmakers host Rick Zamperin to share how they get ready for the big day and talk about their charitable efforts.

Gangland Wire
Bob Cooley Outfit Chief Fixer Part 1

Gangland Wire

Play Episode Listen Later Dec 22, 2025 Transcription Available


In this gripping episode of Gangland Wire, host Gary Jenkins sits down with Robert “Bob” Cooley, the Chicago lawyer whose extraordinary journey took him from deep inside the Outfit's criminal operations to becoming one of the federal government's most valuable witnesses against organized crime. Cooley pulls back the curtain on the hidden machinery of Chicago's underworld, describing how corruption, bribery, and violence shaped the Chicago Outfit's power in the 1970s and beyond. As a lawyer, gambler, and trusted insider, Cooley saw firsthand how mob influence tilted the scales of justice—often in open daylight. Inside the “Chicago Method” of Courtroom Corruption Cooley explains the notorious system of judicial bribery he once helped facilitate—what he calls the “Chicago Method.” He walks listeners through: How defense attorneys worked directly with Outfit associates to buy favorable rulings. The process of approaching and bribing judges. Why weak forensic standards of the era made witness discrediting the key mob strategy. His personal involvement in the infamous Harry Aleman murder case, where clear guilt was erased by corruption. Life in the Outfit: Gambling, Debt, and Mob Justice Cooley recounts his early days gambling with Chicago Outfit associates, including Marco D'Amico, Jackie Cerrone, and John DeFranzo. Notable stories include: The violent implications of unpaid gambling debts in mob circles. Tense interactions with bookmaker Hal Smith and the chaotic fallout of a bounced check involving mobster Eddie Corrado. How D'Amico often stepped in—sometimes with intimidation—to shield Cooley from harm. These stories reflect the daily volatility of life inside the Outfit, where money, fear, and loyalty intersect constantly. Bob Cooley has a great book titled When Corruption Was King where he goes into even greater detail and has many more stories from his life inside the Chicago Mob. Hit me up on Venmo for a cup of coffee or a shot and a beer @ganglandwire Click here to “buy me a cup of coffee” Subscribe to the website for weekly notifications about updates and other Mob information. To go to the store or make a donation or rent Ballot Theft: Burglary, Murder, Coverup, click here To rent ‘Brothers against Brothers’ or ‘Gangland Wire,’ the documentaries click here.  To purchase one of my books, click here. 0:06 Introduction to Bob Cooley 1:32 Life as an Outfit Gambler 2:00 My Relationship with Marco D’Amico 10:40 The Story of Hal Smith 11:05 A Dangerous Encounter 20:21 Meeting Sally D 22:23 A Contract on My Life 22:37 The Harry Alleman Case 34:47 Inside the Courtroom 51:08 The Verdict 52:26 Warning the Judge 53:49 The Case Against the Policewoman 58:36 Navigating the Legal Maze 1:08:14 The Outcome and Its Consequences 1:11:39 The Decision to Flip 1:24:38 A Father’s Influence 1:33:57 The Corruption Revealed 1:50:12 Political Connections 2:02:07 The Setup for Robbery 2:20:29 Consequences of Loyalty transcript [0:00] Hey, guys, my guest today is a former Chicago outfit associate named Robert Bob Cooley. He has a book out there titled When Corruption Was King. I highly recommend you get it if you want to look inside the Chicago outfit of the 1970s. Now, Bob’s going to tell us about his life as an outfit gambler, lawyer, and I use payoff to judges to get many, many not guilty verdicts. Now, I always call this the Chicago method. This happened for, I know, for Harry Ailman, a case we’re going to talk about, Tony Spolatro got one of these not-guilties. Now, the outfit member associate who is blessed to get this fix put in for him may be charged with a crime, even up to murder. And he gets a lawyer, a connected lawyer, and they’ll demand a bench trial. That means that only a judge makes the decision. A lawyer, like my guest, who worked with a political fixer named Pat Marcy. [0:53] They’ll work together and they’ll get a friendly judge assigned to that case and then they’ll bribe the judge. And all that judge needs is some kind of alibi witnesses and any kind of information to discredit any prosecution witnesses. Now, this is back in the olden days before you had all this DNA and all that kind of thing. So physical evidence was not really a part of it. Mainly, it was from witnesses. And they just have to discredit any prosecution witness. Then the judge can say, well, state hadn’t really proven their case beyond a reasonable doubt and issue a not guilty verdict and walk away. Now, our guest, Bob Cooley, is going to take us inside this world. [1:29] And it’s a world of beatings, murders, bribes, and other kinds of plots. He was a member of the Elmwood Park crew. He was a big gambler. He was a big loan shark. And he worked for a guy named Marco D’Amico, who was their gambling boss and loan shark in that crew. Among other bosses in this powerful crew were Jackie Cerrone, who will go on and become the underboss and eventually the boss for a short [1:55] period of time. and John no-nose DeFranzo, who will also go on to become the boss eventually. What was your relationship with Marco D’Amico? I talked about when I first came into the 18th district, when I came into work there, and they put me back in uniform, the first person I met was Rick Borelli. Rick Borelli, he was Marco’s cousin. [2:23] When I started gambling right away with Rick, within a couple of days, I’m being his face, and I’m calling and making bets. There was a restaurant across the street where every Wednesday and sometimes a couple days a week, I would meet with Ricky. And one of the first people he brought in there was Marco. Was Marco. And Marco would usually be with a person or two. And I thought they were just bookmakers. [2:55] And I started being friendly with him, meeting him there. Then I started having card games Up in my apartment And, Because now I’m making, in the very beginning, I’m making first $100 extra a week. And within a couple of weeks, I’m making $500, $600 extra a week. And within about a month, I’m making $1,000, sometimes more than that. So now I’m having card games, relatively big card games, because I’ve got a bankroll. I’ve got probably about $5,000, $6,000, which seemed like a lot of money to me. Initially uh and after a while that was a daily that was a daily deal but uh so we we started having card games up there and then we started socializing we started now he’d be at these nightclubs all the time when when i’d go to make my payoffs he was part of the main group there he was one of the call he was right he was right under jack right under at that time originally Jackie Cerrone, and then he was right under Johnny DeFranco. [4:07] But he was… And we became real good friends. We would double date and we spent a lot of time together. And we had these big card games. And that’s when I realized how powerful these people were. Because after one of the card games, there was somebody that was brought in, a guy named Corrado. I’m pretty sure his name was I can’t think of his first name, but Corrado was this person that somebody brought into the game. And after we finished playing cards, and I won all the time. I mean, I was a real good card player, and I wouldn’t drink. I’d supply liquor and food and everything, but I wouldn’t drink. And as the others drank, they were the same as at my office. After we finish up, this guy says, you want to play some? We can play maybe some gin. just human being. And he was there with another friend of his who just sat there and watched. So we played, not gin, but blackjack. We played and passed cards back and forth when you win. Then you’re the dealer and back and forth. And I lost, I think I lost about $4,000 or $13,000 to him. [5:26] I lost the cash that I had. I had cash about $5,000 or $6,000. And I gave him a check for the rest. You know, but everything I was doing was wrong, you know. Yeah, one of those nights. It’s in there. And it’s funny because you asked about Marco. [5:47] And I thought, you know, oh, well, and whatever. And I gave him a check. I said, no, it’s a good check. And it was. It was for my office. It was an office check that I gave him. And that next morning, I’m meeting with Ricky and with Marco at this restaurant across from the station before I go in and to work. And I said, son of a B. I said, you know, they had a bad night first ever. Marco wasn’t at that game, at that particular game. And what happened? I said, I blew about 12,000. Okay, but you? Wow. And I said, yeah, I said, one of the guys at the game played some, I played some blackjack with somebody. What was his name? Eddie, Eddie Corrado. Eddie Corrado. He said, that mother, he said, stop payment on the check. He said, stop payment on the check. He said, because it wasn’t nine o’clock. It was only like, you know, seven, you know, seven 30 or whatever. He said, and when he gets ahold of you, arrange to have him come to your house. Tell him you’ll have the money for him at your house. So that’s what I, that’s what I do. So I stopped payment on it probably about five after nine. I get a call from, from Mr. Corrado. You mother fucker. [7:17] I said, no, no. I said, there wasn’t enough money in the account. I said, I’m sorry. I said, all right, then I’ll be over. I said, no, no, no. I said, I’m in court right now. I said, I’m in court. I said, I’m going to be tied up all day. I’ll meet you at my place. I’ll meet you back there. Well, I’ll be there. You better have that. I want cash and you better have it. Okay. Oh, I’m sorry. I’m sorry. I’m at home. Marco comes in. And he was there with Tony and Tony was there and Ricky was there. And Ricky was there. And they come over a little ahead of time and he comes in. I live on the 27th floor. The doorbell rings. Up he comes with some big mustache. [8:00] I open the door. You better have the fucking money and whatever. And I try to look nervous. I try to look real nervous. and when you walk into my apartment you walk in and you see the kitchen right in front of you and to the left to the left you’ve got an area away and you’ve got the the kitchen wall blocking what’s behind it over there and these three guys are standing marco and you are standing right there alongside of it and and when he walks in behind me, He sees Marco and all but shit in his pants. When he sees Marco, he goes, and Marco, you motherfucker. And, you know, oh, I’m sorry. I’m sorry. I didn’t know he was with you. He says, how much money you got me right now? And, you know, he says, pull your pockets out. He had about, he had about three or 4,000 with him. [9:02] And he says, you give him that. He says, you, he says, you, and he says, you give him that right now. And you apologize to him. Oh, and he says, he says, and I may give you a number. I want you to call. He says, we can put you to work. Apparently this guy had done the same thing to them a few years before and got the beating of his life somebody brought him into one of their card games, did he have a technique a cheating technique or had some marked cards no it was a card mechanic he could play games with cards they call him a mechanic and, in fact the guy was great at it because he had his own plane and everything else. But again, he had moved from Chicago and had just come back in the area. And they mounted. And so anyhow, he leaves. And he leaves then, and Marco took the money. Marco took the money. Marco took the money. Typical Bob guy, man. [10:19] And I says, what about the cash I lost to him? He says, well, you lost that. He says, you lost that. That’s when I realized how powerful. That’s when I realized how powerful that [10:35] he was part of the mob, not only a part of it, but one of the operational. Yeah, important part of it. That brings to mind another unbelievable situation that occurred. [10:49] The, uh, this is probably the, we’ll know the year by when it happened. There was a bookmaker named Hal Smith. Oh yeah. I remember that name. He got, tell us about Hal Smith. [11:05] Well, Hal Smith was a, he was a big guy too. A real, a real big guy. I met him on Rush street. He knew I was a gambler. He knew that I was a big gambler and I started gambling with him. Thank you. And I was with him probably for about maybe five or six months. And I’d win with him. I’d lose with him. And he would take big places. He would take $5,000 a game for me. And as they say, so the numbers were big. At the end of the week, we were sometimes $60,000, $70,000. [11:42] They were big numbers back and forth. And he was always good for the money. I was always good for the money. And one particular week, it was about $30,000. And I was waiting for money. Somebody else was supposed to give me even more than that. And the person put me off. And it was a good friend of mine. And I knew the money would be there. But a lot of times, these guys are going to collect it at a certain time. And then they’re expecting to give it to somebody else. Well, he was short. So I said, look, I don’t have it right now, but I’ll have it tomorrow, I said, because I’m meeting somebody. Well, okay, it better be there. [12:31] And look, it’ll be there, okay? Not a problem. So the next day, the person I’m supposed to get it from says, I’ll have it in a couple of hours. I don’t have it right now, but I’ll have it by late this afternoon. And I’m in my office when Hale Smith calls me and I said, I’ll have it a little bit later. And he slams the phone bell. I’m downstairs in Counselor’s Row. In fact, I’m meeting with Butchie and Harry. We’re in a booth talking about something. They had just sent me some business or whatever, but I’m talking about something. And George, the owner of the restaurant, comes over and he says, somebody is asking who you are and they want to talk to you. And they point out this guy. It was a guy I had seen before, because a lot of times at two in the morning, I would go down on West Street, and they had entertainment upstairs. And there was this big English guy. He was an English guy, as you could tell by his accent, a real loud guy. And when I walk up to talk to him, and he’s talking loud enough so people can hear him, and he says, you better have that. I’m here for it. You better have that. You better have that money. [13:51] Bob Hellsmith sent me, you get the money and you better have that money or there’s going to be a problem or whatever. And I said, well, the money will be there, but people can hear what this guy, this guy talking that shit. And he leaves. And he leaves. He’s going to call me back. And he leaves. I said, I’m busy right now. I says, give me a call back when I’m in the office and I’ll meet with you. So Butch, he goes, what was that all about? And I said, you know, it’s somebody I owe some money to. Well, who is he? Who is he with? I said, Harold Smith. And he said, who’s Harold Smith? You don’t pay him anything. He said, you don’t pay him anything. And he calls, when he calls back, he says, you will arrange to meet him. And I said, you know, I said, well, where? [14:44] And they knew where I lived. They’d been to my place at that time. I’m living in Newberry Plaza and they said, there’s a, there’s a Walgreens drugstore in Chicago Avenue. Tell him you’ll meet him there at Walgreens, and we’ll take it. And he says, and we’ll take it from there. When he does call me, I said, look, I said, I’ll meet you tomorrow morning for sure at Walgreens. I’ll have the cash. I said, I’ll have the cash, and I’ll have all of it. I said, but, you know, I’m tied up on some things. I said, I’ll go to my own bank when I’m finished here and whatever, and I’ll see you tomorrow morning for sure at 9 o’clock tomorrow morning. Okay. I sit down with them and they just said, I said, they said, go there and go meet them. And we’ll take care of it. The Walgreens is a store right in the corner of Michigan Avenue and Chicago Avenue, south side of the street. And it’s all windows. Huge windows here. Huge windows here. And a bus stop, a bus stop over here. When I get there, I park in the bus stop and I’m looking to my right and here he is sitting in a booth by himself, right by the window. And I look around and I don’t see anybody. I mean, with a lot of people, I don’t see Butchie. [16:06] Uh or red or anybody around but i i go in there anyhow and uh sit down and i uh sit down in the booth across from him and he’s eating breakfast he’s got some food in front of him and uh the girl comes by right away the girl comes by and i says you know just get me a coke and and he says have you got the money and i said yes and why i got i got a lot i got a lot of money in my pocket but not the, whatever it was he wanted, not the 27 or 28,000. There’s nobody there. And, uh, so we’re talking for no more than about two or three minutes. They had a telephone on the counter. I hear the phone ring and the waitress, the waitress is on the phone. And then she comes walking over and she says, it’s a call for you. And, and when I go get in the phone, I woke up and there’s a phone booth there. And here’s Butchie in the phone booth. And he’s there with a couple of other people. I hang the phone up. I walk over and I had my appointment booked. And I walk over and I just pick up the book. And as I’m walking out there, walking in, we pass each other. And so now when I get in my car and he’s looking at me in my car and right next to him is Butchie. And across from him was a red old male and Fat Herbie. [17:34] Herbie Blitzstein? Herbie Blitzstein? No, it wasn’t Herbie. This is another one. That’s one thing of Herbie. We called Herbie Fat. It was Fat Herbie. And the third guy is like sitting facing him. This is like, that weighs about 300 pounds. Oh, Sarno. Make Mike Sarno. Mike Sarno. That was it. And that’s, that’s, that’s who it was. You know, and I, I drive off, go to my office and go about my business. I get a call later that day from, uh, Hale Smith. Where’s my money? Where’s my money? I said, I gave it to your guy. You what? I gave it to him. I met him at nine o’clock this morning and I gave him the money. You did. And I said, yeah. Um, okay. And he hangs, and he hangs up. I don’t hear anything for a while. I never saw him again. I saw Hale a couple of times because he was always in one of the other restaurants. I lived in Newberry right across from there, but he never talked to me. I never talked to him, never said anything. It was about maybe it had to be a good couple of months later, When I read about Hale, Hale’s no longer with us. [18:52] That’s obviously how they found out about him. I never saw the other guy again. I’m hoping they didn’t kill him, but I’m assuming that’s what probably happened to him. In a public place like that, they probably just scared him off. He probably said, you know, I’m way over my head. I’m out of here. [19:15] They didn’t kill him in the public place he wouldn’t have been in the newspapers my little thought is like with the three guys they took him for a ride, I don’t know they just told him to leave town and he realized what it was and he did Hal didn’t get a chance to leave town Hal had other problems if I remember right I’d have to look it back up but he had other problems with the outfit what I found out later what they had done, was they had gotten one of their guys connected with him to find out who his customers were. In other words, one of the other people that he didn’t realize, that Hale didn’t realize was with them, they got him connected with them where he’s the one who’s doing his collecting and finding out who the customers were because they wanted to get all his customers as well as his money. It turns out he was He was a huge bookmaker for years. That’s what happened to him. And they just took his book. Yeah, I remember something about that story because I killed him in his house, I believe. Yeah, Sally D. [20:22] Sally D, yeah. Sally D was one. When I first met Sally D, he was with Marco’s Fruit, too. [20:30] He owned a pizza place up on the north side, north shore, and I broke him. I was betting with him and beating him week after week. And one of the last times I played with him, he couldn’t come up with the money. It took him an extra couple of weeks to get the cash to pay me. But we were real close friends with him. He’s a bizarre character because he was a totally low level at that time. Yeah. When he then connected up with the Cicero crew, with Rocky and Felice, with Rocky and those people, he became a boss with them. It turns out it was after they killed Al Smith. He was part of all that. That’s Salih De Laurentiis. He’s supposed to be a boss. He moved on up after the Family Secrets trial. He didn’t go down with that, I believe, and he kind of moved on up after that. I don’t know what happened to him. What was so funny about that, when he would come into the club, Marco’s club, Bobby Abinati. [21:42] Who was strictly a very low-level player, although we indicted him with the Gambia star. He’s the one who set up the robbery. Would that have been great if that would have gone through? He’s the one who set up that robbery in Wisconsin. He’d be making fun of Salihide all the time. [22:03] When Salihide would come in, he would make fun of him and joke about him and talk about what a loser he was. This is when he’s a boss of that crew. I mean, just a strange, I mean, nobody talked to bosses like that, especially when, when you’re, when you’re what they call Bobby, you know, what was Marco’s nickname for Bobby Knucklehead? [22:23] That was his nickname, Knucklehead. Pat Marcy, uh, contacted me about, you know, handling me in the only own case. [22:32] I couldn’t have been happier because that was a short time after they put a contract on me. So now i realized if they’re going to be making money you know they finally stopped because for good six seven months when i when i came back to chicago uh i was checking under my car every day in case there was a bomb i moved i moved from uh from a place that i own in the suburbs into an apartment complex so i wouldn’t be living on the first floor yeah it’d be impossible to somebody to break into my, you know, took them thrashing into my place. I changed my whole life around in that sense. [23:10] And when I drove everywhere I went, you know, I would go on the highway and then jump over. I would do all, I wanted to make absolutes. Even though nobody came around, I wasn’t taking any chances for a long period of time. And that was too when it cost me a fortune because that’s when I stopped dealing with the bookmakers because I wasn’t going to be in a position where I had to go meet somebody at any time to collect my money and whatever. [23:39] So what had happened, though, was somebody came to see me. And when I was practicing, there’s a lot of things I wouldn’t do. I set my own rules. I would not get involved. After the Harry Alleman case, I never got involved anymore myself fixing certain cases. But even prior to that, I wouldn’t fix certain cases. I wouldn’t get involved in certain cases, especially involving the police, because my father was such a terrific policeman, and I felt I was too in a lot of sentences. I loved the police. I disliked some of the crooked cops that I knew, but on the surface, I’d be friendly with them, etc. Harry Ailman was a prolific hitman for the Elmwood Park crew. He killed a teamster who wouldn’t help set up trucks for the outfit, a guy named Billy Logan. He was just a regular guy. He’s going to take us right into the meeting with the judge. He’ll take us into a counselor’s row restaurant where these cases were fixed. Now, Bob will give us a seat right at Pat Marcy’s table. Now, Pat Marcy was the first ward fixture, and he’s going to take us into the hallway with Pat Marcy where they made the payoffs. [24:57] Now, Bob, can you take us inside the famous Harry Aileman murder case? I know you fixed it. And tell us, you know, and I know there was a human toll that this took on that corrupt judge, Frank Wilson. Okay. The Harry Aileman case was, it was not long after I became partners with Johnny DeArco. I get a call from, I’m in Counselor’s Row at the restaurant. Whenever I was in there now, my spot was the first ward table. Nobody was allowed to sit there day or night. That was reserved for first ward connected people and only the top group of people. [25:40] I’m sitting there at the table and Johnny DeArco Sr. Tells me, you know, Pat wants to talk to you. About something. And I said, you know, sure. Not long afterwards, Pat comes downstairs. We go out. We go out in the hall because we never talk at the table. And he tells me, have you got somebody that can handle the Harry Alleman case? I had seen in the news, he was front page news. He was one of the main mob hitmen. He was partners with Butchie Petrucelli. But it was common knowledge that he was a hitman. He looked like one. He dressed like one. He acted like one. And whatever. And he was one. In fact, he was the one that used to go to New York. And I know he also went to Arizona to do some hits and whatever. He traveled around the country. I said to Pat, they thought the case was a mob hit on a team street. a teamster. I assumed that it was just that. It was people doing what they do. But I said to Pat, I said, well, get me the file. Get me the file. Let me see what the case looks like. Because I would never put a judge in a bad spot. That was my nature. [27:06] When I had cases, a lot of these judges were personal friends of mine. What I would do, if I wanted to have a case, if I wanted to fix a case to save all the time of having to go to a damn long trial, I would make sure that it was a case that was winnable, easily winnable. When I got the file, when I got the file from Pat, he got me the file the next day. The next morning, when he came in, he gave me the file. I looked at the file. It was a throw-out case. When I say throw-out case, absolutely a nothing case. [27:46] The records in the file showed that a car drove up down the street. Suddenly somebody with a shotgun blasted a guy named Billy Logan in front of his house and drove away. They were contacted by a neighbor, this guy, Bobby Lowe. Was it Bobby Lowe? Yeah, I’m pretty sure Bobby Lowe. Who indicated that he opened the door and let his dog run out. And when he looked, he saw somebody. He saw a car, and he gave a description of the car. And he saw somebody pull up, and he saw him shoot with a shotgun. And then he saw the person get out of the car and shoot him with a .45, and shoot him with a .45. And then the car sped away. That was pretty much the case. Some other people heard some noise, looked out, and saw a car driving away. A period of time after that, it had to be about a year or so after that, somebody was arrested driving to Pennsylvania to kill somebody. There was a guy who stopped. [29:16] Louie Almeida was his name. Louie Almeida was stopped in his car. He was on the way to Pennsylvania. And in front of his car, he had shotguns. And he winds up, when he gets arrested, he winds up telling the authorities that he can tell them about a mob murder back in Chicago and winds up cooperating with them. He indicates what happened. He indicated that, you know, he was asked to, you know, or he got involved in it. He got the car and whatever. They did this. They did that. And he pulled up alongside Billy and wound up shooting the victim as he came out of the house. [30:09] Now, I look at some other reports in there, some reports that were made out, new reports. They talk about the Louis Almeida. They talk about the witness that gave the first statement. and they said that they found, or he’s giving us a new statement now where he says he’s walking his dog. He hears a shotgun. His dog runs towards the car where the shooting was coming from. He saw Harry get out of the car and walk over and shoot him, walk over and shoot the victim, and he was looking at him, And then he jumped in the bushes and the car drove away. A complete new story. Yeah. A complete new story. And. I looked at the reports, and this is an easy winner. And so I told Pat, you know, I’ll take it. You know, I’m sure I can handle it. I said, I’m sure I can handle it, but, you know, I’ll let you know. [31:21] That’s when I contacted, I met my restaurant, Greco’s, and I had Frank Wilson there a lot. Well, I called Frank Wilson, invited him and his wife to come to the restaurant. I had done that many times before. When he gets there, I tell him, I have the case. You know, I told him I was contacted on this case, I said. And I said, it’s an easy winner, I said. And I explained to him what it was. I told him, you know, it’s the driver of the car who’s doing this to help himself. And this other guy, Bobby Lowe, that gave a complete new story from the original story that he gave. And I indicated, you know, can you handle the case? And he tells me, I can’t handle the case, he said, because I was SOJ’d. In Chicago, Illinois, they have a rule that makes it easy for people to fool around because for no reason at all you can ask to have a judge moved off the case. And you can name a second judge that you don’t want to handle the case. [32:34] Frank Wilson’s reputation was as such that the lawyer that turned out to be a judge later on, Tom Maloney, who had the case, named him in the SOJ. It was assigned to somebody else, and he indicated he wanted any other judge except Frank Wilson. Frank Wilson on the case. And this was Harry Aileman’s lawyer. Yeah. Okay. And who Tom Maloney, who then ends up being the judge years later. But yeah. Well, because we knew he was going to be a judge. Yeah. We knew ahead of time. I knew at that time. That’s what makes the story so unbelievably interesting. Yeah. Anyhow, he says, I can’t do it because… In Chicago, in Chicago, it’s supposed to keep it honest. I love this. To keep it honest. Yeah. To keep it honest, each judge is supposed to be picked by computer. [33:33] Same thing they’re doing to this day. Trump wondered why the same judge kept getting all his cases. Because they’re doing the same thing we did, some of us could do in Chicago. He was the chief judge in the area. he said to me, I don’t think I can get the case. I don’t think I can’t get the case. I said, I’ll get the case to you. I said, I’ll get, because I already, I, in fact, through Pat Marcy, anytime I wanted a case to go anywhere, I would contact Pat and I’d give him a thousand dollars and he would get me any judge I wanted. Uh, I said, well, I think I can. I said, I said, And I gave him $1,000. [34:16] I said, here, this is yours. And if I can’t get the case to you, you keep it. If I can’t get, I never said to him, will you fix it? Will you this or that? I mean, he understood what it was. I didn’t know how he would react to it. When I asked him, would you handle it? Were the words I used. I had never fixed anything with him before. [34:43] In case he was, you know, he would want to report it to somebody. I wasn’t worried because Frank had a reputation as being a big drinker. After I got the Harry Elliman file, Pat tells me, I’m going to have somebody come and talk to you. Who comes? And we meet in the first ward office, and then we go downstairs into the special room they had for conversations. It’s Mike Ficarro. He’s the head of the organized crime section. He’s the one who prosecutes all the criminals. He’s one of the many prosecutors in Chicago. That’s why there were over 1,000 mob murders and never a conviction from the time of Al Capone. Not a single conviction with over 1,000 mob murders because they controlled absolutely everything. He’s the boss. [35:35] I knew him. I didn’t like him. He had an attitude about him. You know, when I would see him at parties and when I’d see him at other places, and I’d walk by and say, hi, he just seemed coldish. [35:47] I found out later why. He was jealous of the relationship I had with all these people. [35:54] He says, I’ll help you any way I can, anything you need, whatever. So the prosecutors on the Harry Olliman case were our people. That’s who’s prosecuting the case anyhow. But they couldn’t get one of their judges apparently who would handle the case. So, but anyhow, uh, so, uh, when we, um, when we go, when we, when we go to trial, um. [36:25] Before to help me out, I told Pat, I’ll get somebody else to handle the case. I’ll have somebody else. I said, I won’t go in there. I won’t go in there because everybody knows I’m close to Frank, very close to Frank. I said, so I won’t go in there. I’ll get somebody. He says, no, no. He said, I’ll get somebody. And so he gets a guy named Frank Whalen, who I didn’t know at the time. He was a retired lawyer from Chicago. He was one of the mob lawyers. [37:00] He was one of the mob lawyers. And he lived in Florida. He lived in Miami. I think it was, no, Lauderdale. He lived in the Lauderdale area. He was practicing there. So I fly out. I fly out to meet him. I i do all the investigating in the case the i’m using an investigator that harry alleman got from me in fact he was the same investigator that got in trouble in in uh in in hollywood for what for a lot of stuff i can’t think of his name right now but he’s the one who got indicted in hollywood eventually for you know wiretapping people and whatever it was the same one. And he got me information on Bobby on this Bobby Lowe. He found out Bobby Lowe, Bobby Lowe was a drug addict. [37:59] When the FBI got a hold of him, Bobby Lowe was living out in the street because he had been fired from his first job. He had a job in some kind of an ice cream company where they made ice cream, and he got fired there for stealing. And then he had a job after that in a gas station, and he faked a robbery there. Apparently, what he did was he called the police and said he had been robbed. This is before they had cameras and all the rest of that stuff. He said he had been robbed. And somebody happened to have been in the gas station getting gas. It was a big place, apparently. [38:45] And when the police talked to him, he said, I didn’t see anything strange. He said, I saw the attendant walk out to the back about 10, 15 minutes ago. I saw him walk out to the back of the place and then come back in. And so they go out, and he had his car parked behind it, and they found the money that was supposed to have been stolen in the car. So not the best witness, in other words. Well, that’s an understatement, because that was why… That was why now he suddenly shows up, and they know all this. The FBI agents that obviously know all this, that’s their witness. That’s their case. To me, it’s an airtight, you know. Yeah. Anyhow, I developed the defense. I went back to see Frank a second time. I flew out to Florida a second time, gave him all this information. [39:48] I had talked to some other people to a number of people that were going to indicate that Harry played golf with them that day see how they remembered not golf but he was at a driving range with them with about five people they remember what they were three or four years three or four years before that what I also found out now, and I didn’t know and it changed my whole attitude on that this wasn’t a mob killing you, This guy that he killed was married to his, I think it was his cousin or some relation was married. I’m pretty sure it was to his cousin. She had told Harry, I got this from Butchie, Butchie Petrosselli, who had become a close friend of mine after I got involved with Harry’s case, his partner. And that was why he killed them, because apparently the sister, his sister-in-law, whatever she was, had told him, you know, when he was beating her up, she had said, well, my Harry Alameda won’t be happy about this. And he said, supposedly, he said, fuck that, Kenny. [41:02] And that’s why the shooting took place. Wow. This changed me. You know, I’m in the middle of it. There’s no getting out of it now. Yeah, they’ll turn it back. And by now, I’m running around all the time with Butch and Mary at night. I’m meeting them at dinner. They’re coming to one of my places where I have dinners all the time. You know, I’m becoming like close friends, close friends with both of them. Yeah. So anyhow, but anyhow, the lawyer that he got, Frank Whalen, who was supposed to be sharp, turned out like he was not in his, let’s just say he was not in his prime. [41:46] Charitable. And when he went in, you know, while the trial was going on, you know, while the trial was going on, I get a call from Frank. From Frank Wilson, because I told him, you don’t come back into the restaurant now. You don’t come back into the restaurant. I used his office as my office all the time, along with a bunch of other judges. I had a phone, but it cost about a dollar a minute to talk on my phone. I had to talk on my phone. So when I’d be at 26th Street in the courthouse, even though no lawyers are allowed back there in the chamber, so I’m back there sitting at his desk using the phone taking care of my own other business. I stopped going in there while the trial was going on. [42:35] So, anyhow, he calls me, and he wants to meet me at a restaurant over on Western Avenue. And, okay, he called me from one of the pay phones out there in front of the courthouse, and I go to meet him. What did he want? Was he complaining about the lawyer, Waylon? What was he complaining about, Waylon? and I was screwing it up. [42:59] When I meet him, I said, you know, he’s like, you know, he said, you know, we go into the bathroom and he and he said he’s all shooken up. He says, this is going to cost me my job. He said, he said, you know, they’re burying him. You’re burying him. You know, because I had given this information on the two witnesses. And he says, Frank Whalen, he said, isn’t doing a thing and cross-examining these people and whatever. [43:32] And he says, and he’s all upset. And I said, Frank, no, I’m shook up one of the few times in my life where it’s something I can’t handle. He had never told me, you know, I’ll fix the case, never. And I said to him, and I said, Frank, I said, if something goes wrong, I said, I’m sure they’re going to kill me, is what I said to him. Yeah. I said, if something goes wrong, I’m sure they’re going to kill me. And I left. I left the bathroom. Now, I have no idea what’s going on in his mind and whatever. Yeah. I see Pat the next day. And by something goes wrong in this case, you mean if he gets found guilty, that’d be what would go wrong and you would get killed. Is that that’s what you mean? Well, no question, because when I met, I didn’t go into that. I met with Harry Alleman. I get a call after I got involved in the case. A couple days later, I get a call from Markle. Meet me at one of the nightclubs where I was all the time at night with these people. [44:47] Above it, you’ve got a motel, a bunch of hotel rooms. I get a call from Markle. The reason everybody loved me and the mob, I never discussed what I was doing with anybody or any of the other dozens of mobsters I run with that I was involved in Harry’s case. Never said a word to anybody about any of this. That was my nature, and that’s why all these people love me. I never talked about one thing with anybody else or whatever. He says, I want to meet you. When I get over there, he says, let’s go upstairs. Somebody wants to talk to you. And we go upstairs, and there’s Harry Alleman. And Harry, how you doing? How are you? [45:27] And he says, listen, you’re sure about this? And I said, yeah. I said, I’m sure. And he said, well, if something goes wrong, you’re going to have a problem. Those were his words to me. You’re going to have a problem. And I said, you know, he says, because this judge, he says, this judge is a straight judge. And he said, Tom, you mean Tom Maloney. He says, and Tom wants to handle my case. And he tells me he’s going to be named a judge by the Supreme Court real soon. And he wants to handle and he wants to handle my case before he… Uh, you know, before he becomes a Supreme court, before he becomes a judge, I knew the moment he told me that I knew for sure that was the case because we control everything, including the Supreme court. I said, you know, I said, don’t, you know, don’t worry about it. I lied to him. And I said, uh, I said, yeah, the judge is going to, I said, yeah, he’s going to throw it out. He knows, I said, he knows what’ll happen if he doesn’t. That’s what I told Harry. I want to keep him happy. [46:34] I’m going to keep him happy probably for a few hours I’m a little nervous and then that’s all behind me like so many other problems I got in the middle of oh my god talking about walking a tightrope so now the lawyer came into Chicago he was in Chicago I met him when he came in he was staying at the Bismarck was at the Bismarck Hotel right around the corner from you know where Counselor’s Row was that’s where he was staying in the in the hotel right there by the first board office and there was a way to go in there without being seen and there was a, You go through another restaurant and you go through the alley and go up there. And I wouldn’t, I didn’t want to be seen walking into there because I know the FBI are probably, are probably watching and whatever. When he comes into town, they handle the case. So I go upstairs to see him. You know, I said, what the hell’s going on in court? He says, I’m going, it’s going great. It’s going great. I said, it’s going great. I just, you know, I just got a call last night. I had to go meet the judge. And he said, you’re not doing any cross-examining. Oh, I’m doing a great job. You know, I’m doing a great job. So after a few minutes of, I leave. Yeah. [47:52] That’s when I saw Pat Marcy, too. And I said, Pat, I said, the judge is upset about whatever’s going on. I said, maybe we should give him some more because I agreed to give him $10,000. And he said, you know, what a piece of work he is. You know, he said $10,000, and that’s all he’s going to get, not a nickel more or whatever. So now to say I’m nervous again is an ultra statement. The case, I walked over, and I wouldn’t go in the room, but I wanted to just be around that room for some reason. FBI agents all over the place. [48:30] FBI agents all over the place. And so now I’m at home and I’m packed. I’ve got my bags packed because if he finds it, I don’t know what he’s going to do. I’m worried he might find him guilty because of all that had happened. He, when the trial ended a given night, and the next day he was going to give the result. In fact, I didn’t go out and play that night. I was a little nervous, and I stayed home, and I packed up my bags. I packed up my bags, and about 9 o’clock, I got in the car, and I started driving. And by the time he gave the ruling, I was probably about 100, maybe 150 miles away. And I hear on the radio, you know, found him not guilty, found him not guilty. So I turn around. Hit the next exit, turn around and come back. I turn around. Northbound on I-55. [49:27] Probably a couple hours later, here I am parked in my parking spot. My parking spot was in front of my office, right across from City Hall. And I parked in the mayor’s spot when she wasn’t there. And drove probably to drive her crazy. But that was where I parked. That was my parking spot. We’d see my big car with the RJC license plates parked in the bus stop. And so here I am. I parked the car and I go in. I go in. [50:01] And I’m sure Pat told some people, probably not, but I’m sure they told all the mobsters, all the top mobsters, because these guys all wanted to meet me afterwards and get the restaurant. I go in to see them. We walked into the janitor’s closet. You walk out of Counselor’s Row. You go to the left. It goes into the 100 North Building. Now, you’ve got the elevators to the right. And behind that, you’ve got a closet where the janitors keep all their stuff. And you’ve got some stairs leading up to the, there was a, what do you call it? There was an office there where the commodities, big commodity exchange was right there. that there was a stairway leading up to where the offices were with some doors with bars and everything on it. And Pat is standing on those stairs, about two or three stairs. You know, I said, wow. I said, you know, everybody’s going nuts. And he goes, well, you know, you did a good job. And he gives me an envelope. He gives me an envelope. And, you know, I put the money in my pocket. [51:09] We said we had some more. We said a couple other words about, you know, this and that. And then I just go in there. I go back in the counselor’s. [51:21] Now, after the feds started getting indictments, did you try and warn the Aleman case judge, Frank Wilson? Why did you do that? And when I went to see Frank Wilson, I went to help him. I said, Frank, I said, look, I said, I was contacted by, I said, I was contacted by the, by the, by the FBI. They were investigating the Harry Aleman case. I said to him, I said, they, they feel the case was fixed. I said, when they come to see me, I said, you know, I said, I’m not going to talk to them. I said, I’m not going to talk to them. I’m going to take the fifth. And in your case, you can do the same thing. When they, if they come to talk to you, you just take the fifth amendment. If they give you immunity, I said, you know, then you, then you testify, but you tell them the truth. I said, don’t worry about me. Tell them the truth. This is how I talk to him. When I’m talking to him like that, it’s almost like he’s trying to run away from me. [52:27] We’re at a restaurant in a big complex. It was in one of those resorts in Arizona. He’s all but running away from me. I was trying to help him. What I said to him was, Frank, I said, the statute of limitations ran on all this. It’s been more than five years. There’s nothing they can do to you or to me, I said, because the statute ran. I said, so don’t lie to them. What the feds were concerned about, and I don’t know why, that he would deny ever fixing the case when it went through. I don’t know why they’re worried about that, but they were, and I didn’t want to see him get in trouble. [53:13] That’s why I went there to protect him. Hey, Bob, you were asked to represent an outfit associate or an outfit associate’s son who was accused of breaking the jaw of a Chicago policewoman. And you know, when a cop is injured in a fight with somebody, the cops follow that case. And I do not want to see any shenanigans going on. So, so tell us about how you walked that line. And I bet those cops were, were not happy with you in the end. Some people think this is a reason you flipped. Take us inside that case, will you? [53:45] And the reason I mentioned that it had a lot to do with what I eventually did. Now we’ll get back to what made me do what I was going to do. When I was practicing law now, and now I have been away from all this for years, I was out of town a lot because I’m representing the Chinese all around the country. I’m their main lawyer right now. [54:10] And I get a call from Lenny Colella. And he says, my son, he said, my son is in trouble. I want to come in and I want to talk to you about handling his case. This was a heater case, too. This was a front page case because he was charged with aggravated battery and attempted murder. Supposedly, he had beat up a policewoman and it was all over the place. He was a drug addict and whatever, supposedly he did all this. And when he came into the office with his dad, he was high. When I talked to him, he’s got his kid with him. And the kid is a smart aleck. As we’re talking, the kid, and I asked the kid, well, whatever. The kid was a smart aleck. And I just said to him, I said, Len, I can’t help you. I said, get him out of here. I want nothing to do with him. I said, I can’t help you. You didn’t take cases that were involved with cops anyhow, for the most part. No. I didn’t know what had happened in this case. I know what I saw in the paper. I didn’t know what the facts or anything were or whatever. I mean, if it turned out that if I felt when I talked to him that he had done it, whatever, I would not have taken the case anyhow. [55:26] I mean, I would not have. That’s why I say, too, that may be, too, why I was as quick and as rude as I was when he came in there and was acting and was a little bit high. I just wanted nothing to do with him, period. I said to his dad, his father said, you know, if I get him cleaned up, you know, I said, well, if you get him cleaned up, then we’ll talk again. I said, but I can’t help him, and I can’t help him. [55:54] And off he goes. the father re-contacted me about a week later. And he said, I had him in rehab and he straightened out and whatever. And he brought him back in and it was a new person. And when he told me the facts of the case, when he told me what happened, because he was a big, tough kid. He was a big, you know, he was a weightlifter, but he was a big, tough looking kid. [56:19] And it’s a little police woman. When he told me what happened, I believed him. Because I’ve been out in the street and whatever. And he says, you know, he told me what happened, that he had gotten stopped. He was out there talking to her. And when she said, you’re under arrest for DUI, he just walked. He says, I walked. I was going to get in my car and drive away. And she grabbed me and was pulling me or whatever. And I hear all these sirens coming. And within a few minutes, there’s all kinds of police. There’s about half a dozen police there. He says, and then they started jumping on me. He said, she was under me. He was all beaten up. He was all bloody and whatever. And she apparently had her jaw broken. And there’s no doubt in my mind when he’s telling me that, you know, when they were hit with his clubs or with this thing that they claimed he had without his fingerprints, it was a metal bar. Right, a slapper. A chunk of lead covered by leather. Everybody used to carry a slapper. How about you carry a slapper? They claimed, but there was no cloth on this. It was just the metal itself. Yeah, oh really? [57:45] Anyhow, that makes it interesting during the trial when they flat out lied. No, he had no blood. I got the hospital reports. They wouldn’t take him in the station because he was too badly beaten up. But anyhow, he also had two other charges. He had been involved in a fight in a bar. And he had been involved in another situation with the police. And he was charged with resisting arrest and battery on a policeman out in Cicero. So he had these three cases. So I gave the father a fee on handling, you know, the one, I was going to, I gave him a fee one case at a time. I said, you know, first thing we’ll do, I want to get rid of those other two cases. I’ll take them to juries, I said. [58:36] I’ll take them to juries because I wasn’t going to put them. I knew both the judges on those cases, but I wasn’t going to put them in a position on a case like that. I take the first case to trial. And I get him a not guilty. That was the fight in the bar. [58:54] That was out in one of the suburbs. That was out in, I’m not sure which suburb, in the northwest side. After we get that case over with, before that case, I get a call from Pat Marcy. Pat Marcy, I hadn’t seen him probably even for a couple months, but I hadn’t talked to him for quite a long period of time. And he says to me, you got a case that just came in. He said, we’re going to handle it. And I said, there’s no need, Pat. I said, I can win these cases. I said, there’s no need. I can win these cases. And he said, we’re going to handle this. The case is going to go to Judge Passarella, he said, and we’ll take care of it. I said, Pat, there’s no need to. I said, I can win these cases. I said, they’re all jury trials, but I know I can win them all. And he says, you do as you’re told. Pat had never talked to me like that before. [59:54] Powerful as he was and crazy as I am, And he never, you know, you never demand that I do anything or whatever. We had a different type relationship. And although I hadn’t broken away from them by now, it’s been years. I had broken away from them for about, you know, two, three years. And he says, you know, take the case to trial. I said, well, he’s got some other cases, too, and I’m going to take the one. And she says, I’ll take it to a jury, and I’ll win it. You’ll see how I win it. I take her to trial, and I get her not guilty. The second case was set for trial about a month after that. Not even, yeah, about a month or so after that. And during that time, a couple of times I’m in counselors, and Pat says, when are you going to take the case to trial? I said, well, Pat, you know, I won the one case. I got the other case on trial, and it was before Judge Stillo. He was a judge that we eventually indicted. [1:00:51] Stillo was very, very well connected to the first ward. He’s one of the old-time judges out in Maywood. And I told him, you know, when I came in there, he assumed I’d take it to trial and he’d throw it out. And I said, no, no, no, there’s no need to. I says, I’m going to take the jury on this one. Number one, I had stopped fixing things long before this. And, but he was, to make money, he was willing that he would have thrown the case out. It was a battery with a Cicero policeman. And I says, no, no, I’ll take it. I’ll take it to, you know, I’ll take the jury. I said, I don’t want to put you in that pursuit. Oh, don’t worry about me. I take that one to trial and I win that one too. Now Pat calls me, when the hell are you going to take the case to trial? And that’s the original case with the police woman. That’s the main one. The main one. Okay, go ahead. [1:01:44] When are you going to take it to trial? And I don’t want to take it to trial. In fact. I had talked to the prosecutor, and I said, look, I said, because he was charged with, he was charged with, you know, attempted murder and arrest. I said, if you’ll reduce it, the prosecutor was an idiot. He knew me, should have realized that, you know, that I never lose cases. Yeah. You know, but I want to work out something. He was a special prosecutor on it. He said, we’re not going to reduce it. We said, you know, if you want to work out a plea, we went five years, we went five to ten or whatever in the penitentiary. And I said, well, that’s not going to happen. I said, well, then we’ll just have to go to trial. So now, while I’m at Counselor’s Row, on one of my many occasions, because I was still having some card games over there at somebody else’s other lawyer’s office, because I had had big card games going on there for years. I’m sitting at the counselor’s row table, and Judge Passarella comes in. There’s just him and me there, and when he comes in, I say, Oh, you’re here to see Pat? [1:02:56] And he goes, Pat, who? No more conversation. Who the fuck? No more. The guy’s treating me like I’m some kind of a fool or whatever. And I developed an instant disliking to him. I had never seen him around that much or whatever before that. So now, after the second case, you’re going to go to, you know. So I talked to Lenny. When Lenny came in, Lenny came in with him when we were starting to get prepared for the case. And, oh, this is before this is before I talked to the prosecutor. And I said, Lenny, I said, I says, if I can get it reduced to a misdemeanor, to a misdemeanor. I said, you know, can we work with, you know, and work out a plea, let’s say, for maybe a month or two, you know, a month or two. Is that OK with you? Oh, sure. He says, oh, sure. [1:03:57] Now, this Lenny, this was the kid’s dad, your client’s dad. This is his dad. Now, explain who he was, who Lenny was. His dad was. What’s his last name? Yeah, Karela. Karela, okay. Lenny Karela, I’m pretty sure was his name. He owned a big bakery out there in Elmwood Park area. Okay. And he was friendly with all the mobsters. Okay, all right. I got you. For all I knew, he may have been a mobster himself, but I mean, he may have been because we had thousands of people that were connected. He was a connected guy. All right, go ahead. I’m sorry. And he said, oh, yeah, sure, no, not a problem because the papers are meant, they’re still, after a year, they’re still mentioning that case will be going to trial soon and every so often. [1:04:43] What I had also done, I tried to make contact with the policewoman, not with her, but I put the word out and I knew a lot of police and I got a hold of somebody that did know her. And I said, look, I said, no, the case is fixed if I want it. Yeah. But I don’t want it. Even though I know that, you know, that it’s all BS, you know, I said, look, I said, get a hold of her and get a hold of her lawyer and tell them if they want to file a lawsuit, you know, you know, we can, they can get themselves some money on it. Uh, you know, he’ll indicate, you know, he’ll, he’ll, he’ll indicate that, you know, he, he was guilty or whatever, but I wanted to get her some money. The word I get back is tell him that piece of shit, meaning me to drop dead, to drop dead. You know, we’re going to put this guy in prison and that’s where he should be too. When the case now, now when the case goes to trial. [1:05:48] The coppers lied like hell and talk about stupid. I’ve got the police reports there. When they took him into the police station, they wouldn’t take him. The station said take him to a hospital. He goes to the hospital and the reports, you know, bleeding here, bleeding there, and, you know, marks here, marks there. They beat the hell out of him. [1:06:10] You know, nobody touched him. You know, nobody touched him. Nobody touched him. Was he bleeding? No, no, he wasn’t. He wasn’t bleeding. Didn’t have any, you know, along with, you know, along with everything else. Flat out lied. How many policemen were there? There were two or three. There were about 10 by the time it’s over. But it’s an absolute throwout. Any fingerprints on that metal? Well, we had some fingerprints, but not his. And on and on it went. It’s a throwout case to start with. The courtroom now where the case was, was very interesting. You walk in there, and when you walk in there, there’s about 20 people that can sit. And then there’s, it’s the only courtroom in the building where you have a wall, a glass wall, all the way up, all the way up. Covering in the door, opens up and goes in there. You go in there. It’s a big courtroom. A bunch of benches now in there. You go to the left, and here’s the judge’s chambers. You come out of the chambers, and you walk up about four steps. And here the desk is on like a podium. And it’s not where all the others are, you know, where you look straight forward. It’s over on the side. It’s over, you know, to the left as you walk out of his chambers. [1:07:40] When the judge listens to the case he goes in there I’ll come up back with my ruling he comes out about 10 minutes later he walks up the steps, And now he turns off the microphone. Somebody turns off the microphone so the people in the back can’t hear anything. The ones inside there can, you know, can hear. The one back there can’t hear anything because it’s all enclosed. [1:08:11] That’s why they got the microphone back there. Somebody shut it off. He says, basically, I’m not guilty in a real strange voice. And all but runs off the all but run and don’t ask me why this is what he did all but runs off all but runs off into the into his chambers, you know he’s afraid all those cops out in the audience were going to come and charge the stand I guess and put a whack on him. [1:08:43] But think about it this is Chicago he’s with the bad guys but I’m just saying I don’t know why he did all that, but that’s what he did. And so now, as I come walking out with Mike, and they’re all in uniform, and most of them are in uniform, and then you’ve got the press and all kinds of cameras and whatever there. And as I come walking out along with him, some of these guys I know, and these jerk-offs are like calling me names and whatever. I go, I go see Pat. [1:09:23] And when I go back into Counselor’s Row now, he’s there at the table. And when I come in, it’s a repeat of the Harry Allerman thing. He walks out. He walks directly. And I’m following him, and he walks in. He goes back into the same janitor’s closet and stands on the same steps just above me, you know, talking to me. And I said to him I said this judge is going to have a problem, I said, he’s going to have a problem. I said, what if he says something? And he said to me, nobody would dare. He said, nobody would dare cooperate against us. They know what would happen. Or words to that effect. And don’t ask me why. So many other things had happened before this. But now I’m looking at him and I’m thinking, you know, somebody’s got to stop this craziness. All this stuff. I’m thinking that at the moment, but then I’m worried for some reason, I think he can read my mind. [1:10:34] Stupid as all of this seems, I’m afraid to think that anymore. I’m almost, you know, cause Pat’s such a powerful person and every sense I know, I know his power, but anyhow, so I leave. And like I say, 10, 15 minutes later, that’s all forgotten about. He paid me the rest of the money I was supposed to get from them. [1:10:56] Obviously, he wanted to do it because he was probably charging a lot of money. That’s why he didn’t want me to take things. He wanted to collect the money because while the case was going on too, he puts me in touch with the head of the probation department because he was able to help in some way. He knew some of the, you know, some of the, some of the policemen involved in the thing had been contacted too. Yeah. But they were contacted and they messed up by, you know, they messed up by lying about all that. Yeah. When there’s police reports saying, oh, no, but anyhow, that was that particular case. Tell us why you decided to flip. [1:11:38] These had been your friends. You knew you had explosive information. You knew as a lawyer, you knew what you had to say would send these people to prison for many, many years. if not life. It had to be hard. As other things happened, why did I commit the, Probably two or three other times things happened. But the most important thing was to think when my dad was dying, and I was very close to my dad. When my dad was dyi

CPA Trendlines Podcasts
Aleksander Dyo: It's Not a Loophole; It's a Missed Opportunity | The Concierge CPA

CPA Trendlines Podcasts

Play Episode Listen Later Dec 22, 2025 33:57


Charitable gift financing has been IRS-validated for decades, yet many still avoid it.The Concierge CPAWith Jackie MeyerFor CPA TrendlinesIn this episode of the Concierge CPA podcast, host Dr. Jackie Meyer, CPA, puts a spotlight on a charitable tax strategy that sounds suspiciously modern — yet has been sitting in the tax code since 1978.The strategy is called charitable gift financing, and, according to Meyer's guest, Aleksander Dyo, founder and managing director of Wealth Excel, it remains largely invisible to many accountants despite decades of IRS validation.More Jackie MeyerDyo frames the idea with a blunt comparison: Americans finance homes, cars, equipment — even vacations. So why not charitable giving?Charitable gift financing allows high-income taxpayers to make significant philanthropic contributions by combining personal funds with borrowed capital, while claiming a charitable deduction for the full amount transferred to charity in the year of the gift.This isn't a loophole or a creative interpretation, Dyo says. It's rooted in long-standing IRS guidance on the deductibility of charitable contributions made with borrowed funds, provided the funds are transferred to the charity in the same tax year.In practice, that timing is everything.

CBC News: World at Six
Terror charges, flu up, charitable donations down, some Epstein files released, and more

CBC News: World at Six

Play Episode Listen Later Dec 19, 2025 26:23


Allegations of kidnappings, hate crimes, and links to a terror group. A Toronto-area police investigation went from allegations of targeting women, to multiple terrorism-related charges.And: Peak flu season is just around the corner. Alberta health officials say the province's hospitals are under strain, as Canada experiences a tougher-than-usual influenza season.Also: Charities say they're receiving fewer donations this year, as people worry about putting food on the table.In addition: The U.S. DOJ releases some of the files related to convicted sex offender Jeffrey Epstein.Plus: Tree canopy in Vancouver, Putin gives annual address, scam gift cards, and more.

Everything Fastpitch - The Podcast
Re-lace a glove question / Interview with author Steve Dickey / Involve players in charitable activities

Everything Fastpitch - The Podcast

Play Episode Listen Later Dec 17, 2025 98:43


In this week's edition of Everything Fast Pitch by Fast Pitch Prep, Coach Tory and Coach Don celebrate their 401st episode and reflect on the significant milestone of having 700 total podcast episodes including mini-pods and prediction shows. They express gratitude to listeners, patrons, and contributors, particularly during the busy holiday season. The program highlights include 'Did You Know' on upcoming city announcements by AU Softball League, 'City of the Week' Las Vegas, 'Player of the Week', and a question on whether it's worthwhile to get a glove re-laced. Key segments include an interview with Steve Dickey from Better Ballgame, who discusses the complexities and challenges of youth sports, particularly in fast pitch softball, with topics like long-term development, the importance of having strong female role models, and the crucial role parents play. The episode concludes with the Action Coach coaching tip of the week, emphasizing the importance of involving players in charitable activities to help those less fortunate and foster better team unity.Support the show

H3 Leadership with Brad Lomenick
290 | Founder of KIVA and USC Business School Professor Jessica Jackley + 16 Charitable Orgs Worth a Year End Gift

H3 Leadership with Brad Lomenick

Play Episode Listen Later Dec 17, 2025 46:47


Our guest is JESSICA JACKLEY, co-founder of KIVA, the worlds first at scale crowdfunding platform, as well as a multiple book author, including her latest A Kids Book about Giving. Jessica is a professor of social innovation and entrepreneurship at the USC Marshall School of Business, as well as a frequent speaker and serves on multiple boards. We discuss giving vs generosity, the power of volunteering, lessons for helping parents raise generous kids, practical ways to give, being an entrepreneur, and much more. A special Giving Episode! Plus, check out the list of 16 Charitable Organizations worth a year end gift. Make sure to visit http://h3leadership.com to access the list and all the show notes. Share them with your team, repost the lists, and follow and subscribe. Thanks again to our partners for this episode: UNITUS – (FOOTWEAR and APPAREL) Unitus is a faith-focused footwear and apparel company started by NBA player, Jonathan Isaac. Visit http://weareunitus.com. Unitus exists to help followers of Jesus honor God in their everyday life. The most recent shoe drop is the Judah 2 - a lifestyle running and athletic shoe featuring Scripture on the back. Choose your favorite shoes, workout gear, hoodies, or leisure wear. Makes a great Christmas present for friends and family. Check them out at http://weareunitus.com. And WONDER PROJECT – visit http://thewonderproject.com. An independent studio that produces premium theatrical films and television series. The mission is to entertain the world with courageous stories, inspiring hope and restoring faith in things worth believing in. Founded by established leaders from entertainment and technology, Wonder Project is dedicated to building a trusted brand, with projects like the most recent hit House of David. Get a FREE 7 day trial of Wonder Project on Prime Video at http://thewonderproject.com.

The Life Planning 101 Podcast
How Can I Give More? (Rebroadcast)

The Life Planning 101 Podcast

Play Episode Listen Later Dec 17, 2025 23:46


This week, Angela discusses charitable giving and how individuals can maximize their donations to causes they care about while also benefiting themselves from a tax perspective. She emphasizes the importance of asking questions and seeking holistic financial planning to understand how to give more effectively. Key Takeaways

KQ Morning Show
GITM 12/16/25: Steve Gets Charitable WITH JIMMY JAM! 166

KQ Morning Show

Play Episode Listen Later Dec 16, 2025 50:02


We spoke to music icon Jimmy Jam about his project with Terry Lewis, the Next Verse to benefit the 100 Billion Meals Challenge. Plus, Walmart, Chocolate Fentanyl and Aliens in Steve's edition of WTF, and getting the shaft from Secret Santa. See omnystudio.com/listener for privacy information.

Return to Reason
Canada Wants to Take Away Your Church's Charitable Status

Return to Reason

Play Episode Listen Later Dec 16, 2025 58:12


Is Canada silently allowing religious freedom to be erased? Over 100 churches have burned down, and the government's silence is deafening. Now, a shocking recommendation from Ottawa could strip churches, synagogues, mosques, and temples of their charitable status. David Leis and Professor Pierre Gilbert reveal what this really means, why it threatens the foundations of Western civilization, and how faith communities could face unprecedented challenges. Are we witnessing the start of a cultural reset—or an attack on religious freedom? What can we do about it?

Leaders on the Frontier
Canada Wants to Take Away Your Church's Charitable Status

Leaders on the Frontier

Play Episode Listen Later Dec 16, 2025 58:12


Is Canada silently allowing religious freedom to be erased? Over 100 churches have burned down, and the government's silence is deafening. Now, a shocking recommendation from Ottawa could strip churches, synagogues, mosques, and temples of their charitable status. David Leis and Professor Pierre Gilbert reveal what this really means, why it threatens the foundations of Western civilization, and how faith communities could face unprecedented challenges. Are we witnessing the start of a cultural reset—or an attack on religious freedom? What can we do about it?

Retirement Unlimited
Episode 83 - Tax Benefits from The Big Beautiful Bill

Retirement Unlimited

Play Episode Listen Later Dec 11, 2025 23:33


You asked, and we listened! This week we are dissecting the tax implications of the Big Beautiful Bill. Discover how changes in SALT deductions, estate tax exemptions, and bonus depreciation can impact your financial planning. Whether you're a business owner or planning your estate, this episode offers valuable insights to help you navigate these changes. Key Topics: SALT deduction increase to $40,000 Estate tax exemption adjustments 100% bonus depreciation for business owners Charitable giving strategies and donor-advised funds For more insights and personalized advice, reach out to Tricord Advisors. Stay informed and make the most of your financial opportunities! #TaxBenefits #FinancialPlanning #BigBeautifulBill Reach out at contact@tricordadvisors.com Connect with Jeremiah: LinkedIn: / jeremiahjlee Email: Jeremiah@tricordadvisors.com Connect with Laura: LinkedIn: / laura-lee-59a83610 Email: Laura@tricordadv.com Connect with Randy: LinkedIn: / rkbarkley Email: Randy@tricordadv.com Information and ideas discussed are general comments and cannot be relied upon as pertaining to your specific situation, do not constitute legal/financial advice, and do not create an attorney-client or fiduciary relationship. Examples discussed are fictional. You should consult your own advisor/attorney and do your own diligence prior to making any decisions. Investments involve risk and the possibility of loss, including the loss of principal. All situations are different, and results may vary. Randy Barkley is a life insurance agent CA license # 0518567 and Jeremiah Lee is a California licensed attorney and is responsible for this communication. Advisory services offered through TriCord Advisors, Inc., a Registered Investment Advisory firm.

Retirement Unlimited
Episode 88 - Donor Advised Funds & Smart Giving Strategies for Tax Planning

Retirement Unlimited

Play Episode Listen Later Dec 11, 2025 24:29


In this episode, Laura and Jeremiah Lee discuss strategic charitable giving and its tax benefits. They explore donor-advised funds, appreciated stock donations, and qualified charitable distributions, offering insights into maximizing tax efficiency while supporting meaningful causes. Takeaways:

Retirement Revealed
7 Year-End Money Moves Before December 31

Retirement Revealed

Play Episode Listen Later Dec 10, 2025 23:44


Jeremy Keil explores 7 money moves you can consider before the new year to lower your taxes and keep more of your money in retirement. Every December, people scramble to finish holiday shopping, travel plans, and year-end tasks. But one of the most important deadlines — your December 31st tax deadline — often gets overlooked until it's too late. And once the calendar flips to January 1st, many of the smartest tax moves disappear. In this episode of Retire Today, I walk through seven year-end tax steps you should consider to make sure April brings fewer surprises and more savings. With new tax laws taking effect, the stock market sitting near all-time highs, and contribution limits shifting in the coming years, this is the perfect moment to take control of your finances. 1. Manage Your Tax Bracket Before the Year Ends Your income may fluctuate from year to year — especially in retirement. Some retirees have unusually high-income years due to bonuses, pension payouts, early retirement packages, stock vesting, or unexpected distributions. Others have abnormally low-income years. If you're experiencing a higher income year, now is the time to pull deductions forward. Charitable giving, donor-advised fund contributions, and other deductible expenses can help lower your taxable income. If you're in a lower income year, you might choose to accelerate income instead — such as doing a Roth conversion or taking extra withdrawals at a better tax rate. Year-end planning starts with projecting your tax return and understanding which direction to go. 2. Harvest Capital Losses — and Sometimes Gains Even in years when the market is high overall, you may still have individual positions sitting at a loss. Harvesting those losses can offset gains or reduce taxes now or in the future. On the flip side, some retirees find themselves in the 0% long-term capital gains bracket, which creates the perfect opportunity to harvest capital gains on purpose. When you're in a low tax bracket and gains cost nothing, you can reset your cost basis without additional tax. This is one of the most underused year-end strategies — especially when markets have been climbing. 3. Review Mutual Fund Capital Gain Distributions Many mutual funds issue their capital gain distributions in December. You may not receive the money in cash, but it still counts as taxable income. Look up the estimated year-end distributions from your fund companies and double-check your brokerage account. Mutual fund distributions have surprised many retirees — and they can lead to unnecessary underpayment penalties if tax withholding isn't adjusted in time. 4. Get Your Tax Withholding Correct Years ago, tax underpayment penalties weren't a big deal. But with high interest rates today, penalties now operate more like expensive interest charges for not paying taxes in the proper quarterly schedule. If you expect to owe money for 2025, you may want to adjust withholding from your paycheck, pension, Social Security, or IRA distributions. For retirees over 59½, using IRA withholding is one of the easiest ways to catch up — and it is treated as if it was paid evenly all year. To avoid penalties, don't wait until spring. Make corrections before December 31st. 5. Use Qualified Charitable Distributions (QCDs) If you're age 70½ or older, QCDs allow you to donate directly from your traditional IRA to charity tax-free. This is often better than taking withdrawals and giving afterward — especially if you use the standard deduction. Even if you're not yet required to take RMDs, QCDs can reduce your future RMD burden and help you give in a more tax-efficient way. With 2025 bringing updated QCD limits and ongoing rule changes, it's smart to review your giving strategy now. 6. Make Annual Exclusion Gifts Before Year-End In 2025, the annual exclusion gift limit is $19,000 per person — and it remains the same for 2026. If you're planning to help your children or grandchildren, consider spreading the gifts across the end of this year and the beginning of next year to maximize tax-free amounts. For education planning, 529 plans also allow “superfunding,” letting you front-load up to five years' worth of gifts. Year-end is an ideal time to execute these strategies thoughtfully. 7. Rebalance Your Investments (Especially After a Big Market Year) When markets rise sharply, your portfolio may drift into a risk level you never intended. A portfolio that started at 60% stocks may now sit at 68% or higher. That's more risk than you signed up for — especially if you are nearing retirement. Rebalancing is a critical part of your year-end checklist. It brings your risk back in line, prepares your portfolio for the next year, and supports the long-term stability of your retirement plan. The Bottom Line Year-end planning isn't just about taxes — it's about taking control. Whether it's adjusting your income, harvesting gains or losses, fixing withholding, giving strategically, gifting to family, or rebalancing your investments, December is your opportunity to make meaningful changes before the window closes. Don't let the deadline sneak up on you. Start now so April feels predictable — not painful. Enjoying these episodes? Make sure to leave a rating for the “Retire Today” podcast if you've been enjoying these episodes! Subscribe to Retire Today to get new episodes every Wednesday. Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337 Spotify Podcasts: https://bit.ly/RetireTodaySpotify About the Author: Jeremy Keil, CFP®, CFA® is a financial advisor in Milwaukee, WI, author of the bestseller Retire Today: Create Your Retirement Master Plan in 5 Simple Steps and host of both the Retire Today Podcast and Mr. Retirement YouTube channel Additional Links: Buy Jeremy's book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps “QCDs: The Tax-Smart Way to Give in Retirement (2025 Qualified Charitable Distributions Guide)” – Mr. Retirement YouTube Channel Create Your Retirement Master Plan in 5 Simple Steps Connect With Jeremy Keil: Keil Financial Partners LinkedIn: Jeremy Keil Facebook: Jeremy Keil LinkedIn: Keil Financial Partners YouTube: Mr. Retirement Book an Intro Call with Jeremy's Team Media Disclosures: Disclosures This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy. The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results. Legal & Tax Disclosure Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations. Advisor Disclosures Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC. Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A. The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only. Additional Important Disclosures

Retire With Ryan
4 Ways To Receive A Tax Deduction For Charitable Contributions in 2025 and 2026, #283

Retire With Ryan

Play Episode Listen Later Dec 9, 2025 17:36


In the season of giving, we're discussing making charitable contributions in 2025 and 2026. Americans are known for their generous donations to worthy causes, but understanding the best ways to give and maximize your tax benefits is key. This episode covers four effective strategies for making charitable contributions, from utilizing Qualified Charitable Distributions (QCDs) from your retirement accounts to cash donations, gifting highly appreciated stock or real estate, and using donor-advised funds. I also break down recent and upcoming tax law changes that impact your ability to itemize and deduct charitable donations, ensuring you avoid common pitfalls and make the most of your generosity. Whether you're planning a gift this year or thinking ahead, this episode is packed with actionable tips to help you give back and plan for a successful retirement.  You will want to hear this episode if you are interested in... [00:00] Charitable giving and tax benefits. [05:01] Managing qualified charitable distributions. [08:03] Charitable deductions and rules changing in 2026. [13:17] Benefits of donor-advised funds. [16:23] Charitable contributions for tax deductions. Four Smart Strategies for Charitable Giving in 2026 Charitable giving is at the heart of American generosity, with billions donated annually to causes that matter. But did you know your generosity can also be a powerful tool in your tax strategy, especially as rules shift for 2026?  1. Qualified Charitable Distributions (QCDs): Tax Breaks from Your Retirement Account If you're 73 or older and taking required minimum distributions (RMDs) from a traditional IRA, a Qualified Charitable Distribution (QCD) can be a game-changer. Instead of taking your full RMD as income (which is taxable), you can direct some, or all, of it straight to a qualified 501(c)(3) charity. This distributed amount is excluded from your taxable income, potentially lowering your tax bill and even your Medicare premiums. But details matter: The money must transfer directly from your IRA to the charity. You can't touch the funds yourself and then donate. The charity must be a registered 501(c)(3). When you receive your year-end 1099-R tax form, it won't indicate how much was a QCD. You (or your accountant) must reduce your taxable income by the QCD amount and annotate "QCD" on your return. Forgetting to do so can result in unnecessary taxes. By leveraging QCDs, retirees not only support their favorite causes but also make the most of their hard-earned savings. 2. Cash Donations: Navigating Itemizing and New Deduction Thresholds Traditional cash donations are an easy way to support charities and reduce taxes, but the benefits depend on your ability to itemize deductions. Until recently, many households in high-tax states struggled to itemize due to the $10,000 state and local tax (SALT) deduction cap. Big change for 2026 - 2029: The SALT cap jumps to $40,000, making itemizing possible for more people. If your itemized deductions, including mortgage interest, medical expenses, property taxes, and charitable gifts, exceed the standard deduction, your donations can reduce your taxable income. In 2026, a $1,000 per individual (or $2,000 per couple) charitable deduction will be available even if you don't itemize. However, your charitable giving must exceed 1.5% of your adjusted gross income to become deductible, creating a new bar to qualify. Careful timing and documentation of donations can help maximize these new opportunities. 3. Donating Appreciated Assets: Stocks and Real Estate If you're sitting on highly appreciated stocks or real estate, donating them directly to charity can deliver a double tax benefit: You avoid paying capital gains tax on the asset's increase in value, and you can also deduct the current market value of your donation (subject to certain AGI limits: 30% for appreciated assets). To qualify: The asset must have been held for at least one year. For real estate valued above $5,000, an independent appraisal is required. Charities get the full value, and you skip the capital gains tax bill. If your donation exceeds the allowed AGI percent, you can carry the excess deduction forward up to five years. 4. Donor Advised Funds: Flexible Giving, Immediate Deductions A Donor Advised Fund (DAF) is a charitable investment account. You can donate cash, stocks, or other assets now and get an immediate tax deduction, but distribute the funds to your chosen charities later, at your own pace. Why use a DAF? It allows for strategic, larger contributions (helpful in years with unusually high income). You enjoy flexibility in choosing and timing your ultimate beneficiaries. Major brokerages like Fidelity, Schwab, and Vanguard offer DAFs, with differing minimum contributions and low-cost investment options. Keep in mind that there are administrative fees (roughly 0.60% on the first $500,000), but DAFs are simpler and less costly than setting up a private foundation. Smart Giving Starts with Smart Planning As 2026 approaches, take time to review your charitable and tax strategy. Whether using QCDs, cash gifts, appreciated assets, or a donor-advised fund, the tax code changes mean new opportunities, and some fresh requirements. Consult a financial advisor to fit these options to your personal circumstances and maximize the impact of your generosity for both your favorite causes and your family's financial wellbeing. Resources Mentioned Retirement Readiness Review Subscribe to the Retire with Ryan YouTube Channel Download my entire book for FREE  Fidelity Schwab  Vanguard Connect With Morrissey Wealth Management  www.MorrisseyWealthManagement.com/contact   Subscribe to Retire With Ryan

Seattle's Morning News with Dave Ross
The Charitable Foundation of Elon Musk

Seattle's Morning News with Dave Ross

Play Episode Listen Later Dec 9, 2025 40:23


Chris Sullivan with a Chokepoint: Looking at the light rail expansion east from Bellevue to Seattle // Corwin Haeck in Lewis County on flood warnings there // James Lynch with a story of success in foster care from Treehouse // Leland Vittert on affordability in the US and US Representative Jasmine Crockett // Charlie Commentary on why its important to donate to Treehouse // David Fahrenthold on Elon Musk's charitable foundation...and where that money is going // Tiger Joyce from the American Tort Reform Association on the cost of lawsuits in the state // Gee Scott and Chris Sullivan debate whether Notre Dame opting out of a Bowl Game is a privilege

The Future-Ready Advisor
Turning Policies Into Purpose: A Guide to Charitable Life Insurance Strategies with Joseph Galli

The Future-Ready Advisor

Play Episode Listen Later Dec 9, 2025 45:24 Transcription Available


Episode SummaryIn this episode of The Future Ready Advisor, Sam Sivarajan speaks with Joseph Galli, entrepreneur and founder of a medical foundation that's reshaping how life insurance can fund philanthropy.Joseph shares his personal journey into charitable work, how he created a foundation to fund medical research, and how he's built innovative life insurance donation programs that combine financial planning, philanthropy, and tax efficiency. He also dives deep into the compliance aspects of these programs, the 310 rule, and how advisors can ethically and strategically guide clients in transforming unwanted policies into charitable legacies.This episode is a must-listen for advisors seeking to expand their value proposition and help clients make a lasting impact.Key Takeaways· Joseph's philanthropic journey began with personal family health challenges.· His foundation funds medical research through non-traditional methods, avoiding gala-based fundraising.· Life insurance donations can unlock major tax benefits while supporting meaningful causes.· The 310 rule enables donation of term policies not originally intended for charity.· Compliance is critical—ethical advisory practices are key to execution.· Advisors can help clients monetize unwanted policies, converting them into charitable receipts.· Philanthropy should be a core strategy in financial and estate planning.· Life insurance gives clients a unique path to leave a legacy and support medical innovation.Episode Chapters00:00 – Introduction to Innovative Philanthropy03:06 – Joseph Galli's Personal Journey and Foundation05:48 – The Need for a Holistic Approach in Medical and Financial Services08:56 – Building Sustainable Funding Models for Medical Research11:45 – Understanding Life Insurance Donations and Tax Benefits15:00 – Real-Life Examples of Life Insurance Donations17:54 – Navigating Compliance in Philanthropic Endeavors24:17 – Navigating Financial Dignity in End-of-Life Planning26:55 – Compliance and Family Dynamics in Policy Donations28:37 – Identifying Ideal Candidates for Charitable Donations30:34 – The Role of Advisors in Policy Donations34:11 – Philanthropy as a Cornerstone of Financial Planning36:35 – The Future of Life Insurance Donations in Financial StrategiesSound Bites"We only do one in five policies.""We have an IRR that we have to meet.""This is a problem — this is an opportunity."Featured Quote"This is a problem — this is an opportunity."— Joseph Galli, on recognizing how life insurance can be repurposed for philanthropyKeywordsphilanthropy, life insurance, charitable donations, tax benefits, medical research, compliance, financial planning, estate planning, Joseph Galli, Future Ready Advisor

All CNET Video Podcasts (HD)
Dell Foundation's Charitable Gift, AI Is College's Hot Major, Excel Esports Champion Crowned | Tech Today

All CNET Video Podcasts (HD)

Play Episode Listen Later Dec 5, 2025


Kara Tsuboi covers today's top tech stories. Michael Dell makes one of the largest donations to go directly to the American people. One of the fastest-growing college majors is now artificial intelligence. The esports champion of Excel is crowned in Las Vegas.

CNET News (HD)
Dell Foundation's Charitable Gift, AI Is College's Hot Major, Excel Esports Champion Crowned | Tech Today

CNET News (HD)

Play Episode Listen Later Dec 5, 2025


Kara Tsuboi covers today's top tech stories. Michael Dell makes one of the largest donations to go directly to the American people. One of the fastest-growing college majors is now artificial intelligence. The esports champion of Excel is crowned in Las Vegas.

The Life Planning 101 Podcast
Big Beautiful Tax Opportunities

The Life Planning 101 Podcast

Play Episode Listen Later Dec 4, 2025 39:26


This week, Angela joins the Slice Podcast to talk about the latest tax legislation and how it impacts families, business owners, and retirees. She discusses the extension of current tax rates, the SECURE Act 2.0, 529 plans, charitable giving, Roth conversions, estate tax exemptions, and Trump accounts. She also emphasizes the importance of planning and optimizing financial strategies to take advantage of available opportunities and achieve long-term financial confidence.   Key Takeaways

Ratchet+Wrench Radio
Smart Giving, Bigger Savings: A Guide to Year-End Charitable Strategies for Shop Owners

Ratchet+Wrench Radio

Play Episode Listen Later Dec 3, 2025 27:22


As the year winds down, charitable giving becomes more than a goodwill gesture—it can be a powerful tax-saving strategy for shop owners. CPA and automotive financial advisor Nick Papakyrikos returns to Ratchet+Wrench Radio to explain how to make donations the smart way, from gifting appreciated stock to using donor-advised funds, navigating upcoming 2026 rule changes, and choosing the right timing based on your shop's financial performance. If you want your generosity to work harder for both your business and your community, you won't want to miss this discussion.

KFI Featured Segments
@WakeUpCall – ‘How to Money' with Joel Larsgaard

KFI Featured Segments

Play Episode Listen Later Dec 2, 2025 6:30 Transcription Available


Amy talks with the host of ‘How to Money’ Joel Larsgaard talking about how to find trustworthy charities and being responsible while deciding to be charitable. See omnystudio.com/listener for privacy information.

Dollars & Sense with Joel Garris, CFP
Is Your Estate Plan Complete? Plus, 7 Habits of the Stealthy Wealthy

Dollars & Sense with Joel Garris, CFP

Play Episode Listen Later Dec 1, 2025 38:08


On this episode of Dollars & Sense with Joel Garris, get ready for a power-packed financial guide as Joel unpacks the must-do year-end financial checklist, reveals the surprising habits of the “millionaire next door,” and exposes the pitfalls of incomplete estate plans. Joel kicks off with a timely reminder: as the holiday season races by, you have just weeks to make smart financial moves before the new year. He walks you through seven crucial year-end tasks, including maximizing retirement contributions, using up your FSA, making charitable donations, and reviewing your health benefits—each step designed to help you avoid costly mistakes and make the most of your money. Next, the show dives into one of the biggest gaps in personal finance: estate planning. Joel shares stories from his practice, highlighting how most estate plans are never fully implemented—leaving families vulnerable. He explains why simply signing documents isn't enough, and outlines easy-to-follow steps (like titling assets correctly and regular reviews) so your legacy plan actually works for your loved ones. But that's not all! Joel also explores the “stealthy wealthy”—those quiet millionaires who build real, lasting wealth by shunning status symbols, driving practical cars, maximizing tax efficiency, budgeting diligently, and keeping their finances private. Want to know what they do differently? Joel breaks down the seven key habits that set them apart, with actionable tips you can use right now. Whether you're looking to finish the year strong, set up your family for success, or adopt the habits of the quietly wealthy, this episode delivers practical insights and real-life inspiration. Click to listen and learn how to avoid the traps, make smarter money moves, and secure your financial future! 

Bourbon Pursuit
542 - Jim Gaffigan Debuts A Bourbon Set

Bourbon Pursuit

Play Episode Listen Later Nov 27, 2025 52:29


Did the world need a 45 minute standup set on Bourbon? Probably not but I'm sure glad it's happened. I am thrilled to welcome back the hilarious Jim Gaffigan for his second time on the show! Since his last time on the show when he launched Fathertime Bourbon, Jim has been traveling the country and getting hooked into the bourbon scene at every stop. His journey has gone from curious to borderline hoarder because he reveals that he keeps a spreadsheet of his bourbon purchases, which just proves he's definitely one of us. The real subject of this show is to share the details about his new special, A Bourbon Set. 45 minutes of uncontrollable laughter that only us bourbon nerds will understand because we've all experienced it before. Don't wait, go now to YouTube to watch it because it's already hit 1M streams. And make sure you stay to watch the credits, you may see some familiar faces. Show Notes: Jim Gaffigan's entry into bourbon during the pandemic The importance of bourbon in fostering community and masculinity Collaboration with Stu Pollard to create Father Time bourbon Humorous takes on bourbon hunting The fervor of bourbon collectors and “bourbon nerds” Charitable contributions in the bourbon community Promotion of Gaffigan's special, *A Bourbon Set* Information on purchasing Father Time bourbon and upcoming meet-and-greet events Support this podcast on Patreon Learn more about your ad choices. Visit megaphone.fm/adchoices

The Shakeout Podcast
Why 80% of Canadian Olympians Rely on Charitable Donations | CANFund Founder Jane Roos

The Shakeout Podcast

Play Episode Listen Later Nov 27, 2025 40:10


As a teenager, Jane Roos was one of the country's most promising young talents in track and field, with Olympic aspirations to represent Canada in the heptathlon. At age 18, those aspirations came to an abrupt halt after a devastating car accident brought an end to her athletic career.While tragedy marked the end of her personal pursuit of Olympic glory, it also served as a catalyst for a new pursuit that would help countless other Canadians achieve their own sporting dreams. While recovering in hospital from the spinal surgery needed to repair the broken back suffered in the accident, Jane set about raising money to fund fellow athletes pursuing the upcoming Olympic games [Sydney]*, creating the vision for a charity that would help bridge the gap between good and great for promising Canadian athletes by providing them with direct financial support. Shortly thereafter, the Canadian Athletes Now Fund was founded.Fast forward to today, and CANFund has provided direct financial support to 80% of Canadian Olympians spanning every Games from Athens 2004 to the upcoming Games in Milano-Cortina in 2026. In recent years, reliance on the funding CANFund offers has become even more acute for many, as rising costs place an added squeeze on athletes. Add to this the Federal government's announcement earlier this month that they would not increase core funding for National Sport organizations from their most recent increase 20 years ago, and the prospects of competing on the world stage for many of Canada's top athletes have become evermore unfeasible. Today on the shakeout podcast, CANFund founder Jane Roos joins the show to discuss how CANFund is gearing up to meet a record number of applicants and why it's more important than ever for Canadians to support the athletes that represent our country on the global stage.Find out more about CANFund HERESubscribe to The Shakeout Podcast feed on Apple, Spotify, YouTube or wherever you find your podcasts.Huge thank you to this week's sponsor Smartwool. Join the Smartwool mailing list to receive updates and 15% off your first purchase. https://bit.ly/4hCway5 Conditions apply: Valid on regular-priced items. Can., 16+. Initial registration only. See terms for details.

Lost Genre Reddit Stories
Sister Destroyed My Son's Christmas Gifts Because I Wasn't ‘Charitable' Like Her

Lost Genre Reddit Stories

Play Episode Listen Later Nov 27, 2025 22:47 Transcription Available


Relationship Stories - OP was thrilled to surprise her toddler with Christmas gifts—until her sister, upset that OP wasn't “charitable like her,” destroyed them. The family is now torn apart, and holiday joy is hanging by a thread.Become a supporter of this podcast: https://www.spreaker.com/podcast/lost-genre-reddit-stories--5779056/support.

Elder Law Report
How To Weave Charitable Gifts Into Your Estate Plan This Holiday Season

Elder Law Report

Play Episode Listen Later Nov 26, 2025 7:01 Transcription Available


Big-hearted plans beat vague intentions. We dig into clear, workable ways to support the causes you care about—without neglecting the people you love. From simple will language to more advanced tools, this conversation breaks down how to structure charitable gifts so they're easy to carry out, tax smart, and aligned with your values.We start with the building blocks: specific gifts versus percentage bequests, and how beneficiary designations on life insurance, retirement accounts, and bank accounts can direct support straight to a nonprofit while avoiding probate. Then we go deeper on strategy. Charitable lead trusts send income to a charity for a set term before the remainder goes to your family; charitable remainder trusts do the reverse, paying you or loved ones first and gifting the remainder to your chosen organization later. Both can provide meaningful tax advantages when designed with care.Throughout the conversation, we connect planning to purpose. If your heart is with animal rescue, education, your church, or a local community group, a few precise decisions can produce outsized impact. We share practical examples—like gifting 20 percent of an estate to a humane society—and why end-of-year is a natural time to review documents with your estate attorney and tax advisor. And while the legal tools matter, small daily acts of generosity build the same legacy in real time, reinforcing the story your plan will one day tell.Ready to align generosity with a plan you trust? Listen now, subscribe for more practical elder law insights, share this episode with someone who's planning their legacy, and leave a review to tell us which cause you're supporting this season.

Wings Of...Inspired Business
Gratitude & Giving Back: Winery Entrepreneur Maria Castellucci Moore on Navigating Change and Uncertainty

Wings Of...Inspired Business

Play Episode Listen Later Nov 25, 2025 44:43


Maria Castellucci Moore is the founder of the boutique winery and real estate business, Castellucci Napa Valley. She's also a multi-award-winning author of the children's book series Traveling Mindfulness, including Vivian in Paris and Sophia in Rome, and winner of the Gold Mom's Choice Award. First-generation American and mother to four children, Maria is also a board member of the San Francisco Opera Guild and Napa Valley's Ambassador to Charitable nonprofit organization, Roots of Peace— an organization that demines war torn lands and plants fruit orchards and vineyards worldwide. Maria also received the 2023 Most Intriguing Award for Napa Valley.

Making Money Personal
The Importance of Charitable Giving This Season - Money Tip Tuesday

Making Money Personal

Play Episode Listen Later Nov 25, 2025 4:40


Donating to charitable organizations is a powerful expression of kindness and a meaningful opportunity to educate those around us, particularly younger generations. Giving back to our communities not only provides support to those in need but also fosters a sense of connection and responsibility that is essential for a thriving society.   Links: Check out TCU University for financial education tips and resources! Follow us on Facebook, Instagram and Twitter! Learn more about Triangle Credit Union   Transcript: Welcome to Money Tip Tuesday from the Making Money Personal podcast.        During the gift-giving season, it's essential to consider the transformative potential of supporting local service providers dedicated to uplifting underserved communities. These organizations, often run by passionate individuals who have devoted their lives to making a difference, offer vital services such as food, shelter, toys, and clothing for children, transitional housing for families in crisis, and support for veterans. By contributing to these initiatives, you are not only assisting those in immediate need but also energizing local economies and encouraging community solidarity.  Participating in charitable giving also fosters a profound sense of fulfillment. It is common to feel uncertain about the appropriate gifts for family and friends during the holiday season, often questioning, "Do they really need more clothing or gadgets?" However, when you choose to donate to a charity in someone's name, it transforms the act of gift-giving into something truly meaningful. This ensures that the gift resonates deeply, providing support to those who genuinely need it rather than adding to the clutter of material possessions. This approach is especially significant for older family members who understand the value of thoughtfulness and community support, while younger relatives may take a little longer to grasp the concept but will come to appreciate it as they grow.  Furthermore, donating to charities creates invaluable teachable moments with the younger members of our families. Children are keen observers, learning from the actions of their parents and other family members. Whether donating money, tangible items like clothing or food, or dedicating time to a charitable organization, these selfless acts impart important lessons about generosity, empathy, and community involvement. Engage children by asking, "Would you like to participate in this?" If they express interest, nurture their willingness, guiding them through the act of giving. If they decline or seem indifferent, use this moment as an opportunity to communicate the importance of philanthropy, explaining why helping others is vital. This allows them to arrive at their own understanding of generosity and perhaps inspire them to take action in the future.  Moreover, while the emotional aspects of giving are significant, it is essential to recognize the practical benefits associated with charitable donations. Charitable organizations function as non-profits, which means that donations are often tax-deductible. Those who itemize their taxes should request receipts for their contributions, as this can maximize the potential benefits of their donations. It's a win-win situation where you can give back to the community while also reaping financial rewards during tax season.   For those seeking to make an impact, a simple online search can reveal local charities that are eager for support and donations. Whether it's a food bank, an animal shelter, or a program supporting at-risk youth, countless organizations are making a difference in your community, and your contribution can be the catalyst for positive change.   Finally, consider involving your friends, co-workers, or social circles in your charitable efforts. Organizing a donation drive or volunteering as a group can not only amplify your impact but also strengthen your bonds and foster a culture of giving among your peers. In a time where social media often highlights consumerism, sharing your charitable ventures can inspire others to join in and spread the spirit of philanthropy.  By embracing the practice of charitable giving, we not only enrich the lives of those we help but also create a legacy of compassion that can be passed down through generations.   If there are any other tips or topics you'd like us to cover, let us know at tcupodcast@trianglecu.org. Also, remember to like and follow our Making Money Personal Facebook and Instagram to share your thoughts. Finally, remember to look for our sponsor, Triangle Credit Union, on Facebook and LinkedIn.         Thanks for listening to today's Money Tip Tuesday. Check out our other tips and episodes on the Making Money Personal podcast.  Have a great day!

Retiring Today
221. How The One Big Beautiful Bill Affects Retirement Taxes | Explaining the New $6,000 Senior Deduction

Retiring Today

Play Episode Listen Later Nov 23, 2025 25:52


New tax legislation can unlock opportunities—or create surprises—if you don't understand the fine print. In this episode, we walk through the One Big Beautiful Bill and how key provisions could affect retirees and pre-retirees. From the senior bonus standard deduction to charitable giving updates, SALT cap changes, and estate-tax thresholds, we show where planning matters and how timing can shape your tax bill over the next few years.We cover:

On the Road with Kelli and Bob
OTR: Charitable Compilation Show

On the Road with Kelli and Bob

Play Episode Listen Later Nov 23, 2025 39:56


Meet Manuel Vera, the retired "Bike Dude" of Silver Spring, MD, whose backyard shed is a workshop of hope! He takes your dusty, unused bicycles, restores them to perfection, and gives them for free to refugees and families who need a fresh start. Did you know East Knoxville is a food desert? That's why BattleField Farm & Gardens is on the ground, growing fresh, affordable food and teaching our neighbors how to garden for a healthier future. This isn't just a farm—it's a movement! In harsh environments, a simple tube of hand cream and lip balm can be a lifeline. A Soldier's Hands sends quality skincare, treats, and a powerful letter of support to deployed units around the world. The Storybook Project of Arkansas bridges the miles by helping incarcerated parents record themselves reading a children's book. The child receives the book and the recording, hearing their parent's voice, over and over again.

On the Road with Kelli and Bob
Charitable Compilation Podcast

On the Road with Kelli and Bob

Play Episode Listen Later Nov 23, 2025 35:28


Meet Manuel Vera, the retired "Bike Dude" of Silver Spring, MD, whose backyard shed is a workshop of hope! He takes your dusty, unused bicycles, restores them to perfection, and gives them for free to refugees and families who need a fresh start. Did you know East Knoxville is a food desert? That's why Battle Field Farm & Gardens is on the ground, growing fresh, affordable food and teaching our neighbors how to garden for a healthier future. This isn't just a farm—it's a movement! In harsh environments, a simple tube of hand cream and lip balm can be a lifeline. A Soldier's Hands sends quality skincare, treats, and a powerful letter of support to deployed units around the world. The Storybook Project of Arkansas bridges the miles by helping incarcerated parents record themselves reading a children's book. The child receives the book and the recording, hearing their parent's voice, over and over again.

Money Wisdom
5 Tax Moves to Make Before December 31

Money Wisdom

Play Episode Listen Later Nov 21, 2025 25:48


As the year winds down, it's the perfect moment to double-check your tax strategy and make sure you're setting yourself up for long-term savings, not just short-term deductions. Today, Nick and Jake break down five smart tax moves worth considering before December 31st. A few intentional decisions now can save you money this year and put you in a better position for the years ahead. Here's what we discuss in this episode:

Ben & Woods On Demand Podcast
8am Hour - Ben vs Charitable Donations + Who COULD Buy The Padres?

Ben & Woods On Demand Podcast

Play Episode Listen Later Nov 14, 2025 38:28


Ben & Woods start the 8am hour by talking about Ben's least favorite subjects: charitable donations! Then we play a game of Take On Woods on a Friday before we get back to some Padres talk, and discuss some of the names of people who we think COULD potentially buy the San Diego Padres from the Seidler family. Listen here!

Your Business Your Wealth
350 - Financial Advisors React: What This $5 Million Roth Story Gets Wrong About Retirement Planning

Your Business Your Wealth

Play Episode Listen Later Nov 14, 2025 10:56


In this episode of More Than Commas, Paul is joined by the SFG team for a lively roundtable on a Wall Street Journal article about an 80-year-old couple debating a multi-million dollar Roth conversion. The team dives deep into what the article doesn't say, from tax realities to financial leadership within marriages. Paul highlights the importance of both spouses understanding their family finances, while Cory and Lance warn about the dangers of financial illiteracy in later life. Together, they discuss legacy planning, donor-advised funds, and how generational wealth can be built through intentional Roth strategies and charitable giving. With humor and practical insight, the team reminds listeners that real financial planning isn't about products, it's about stewardship, education, and empowering your loved ones to make wise choices long after you're gone.   -- Timestamps: 02:30 – The 80-year-old couple and the Roth conversion dilemma 05:00 – What "estate planning" really means for most families 07:30 – Financial leadership inside a marriage 10:00 – The risks of financial illiteracy in later years 13:00 – Charitable giving and donor-advised fund strategies 15:30 – Building generational wealth through Roth contributions 18:00 – Closing reflections: teaching stewardship across generations   -- This Material is Intended for General Public Use. By providing this material, we are not undertaking to provide investment advice for any specific individual or situation or to otherwise act in a fiduciary capacity. Please contact one of our financial professionals for guidance and information specific to your individual situation. Sound Financial LLC dba Sound Financial Group is a registered investment adviser. Information presented is for educational purposes only and does not intend to make an offer or solicitation for the sale or purchase of any specific securities, investments, or investment strategies. Investments involve risk and, unless otherwise stated, are not guaranteed. Be sure to first consult with a qualified financial adviser and/or tax professional before implementing any strategy discussed herein. Past performance is not indicative of future performance. Insurance products and services are offered and sold through Sound Financial LLC dba Sound Financial Group and individually licensed and appointed agents in all appropriate jurisdictions. This podcast is meant for general informational purposes and is not to be construed as tax, legal, or investment advice. You should consult a financial professional regarding your individual situation. Guest speakers are not affiliated with Sound Financial LLC dba Sound Financial Group unless otherwise stated, and their opinions are their own. Opinions, estimates, forecasts, and statements of financial market trends are based on current market conditions and are subject to change without notice. Past performance is not a guarantee of future results.

Your Morning Show On-Demand
BONUS: The Most Charitable States In The US

Your Morning Show On-Demand

Play Episode Listen Later Nov 14, 2025 2:07 Transcription Available


We made another list! Join Intern John, Sos, and Rose as we go through the list of the most charitable states in 2025 and more!Make sure to also keep up to date with ALL of our podcasts we do below that have new episodes every week: The Thought Shower Let's Get Weird Crisis on Infinite Podcasts See omnystudio.com/listener for privacy information.

WFYI News Now
Percussive Arts Society International Convention In Indy, Purdue's Charitable Pharmacy To Soft Open, IN GOP State Senator Against Redistricting, Indy's Underground Rock Artists Praised

WFYI News Now

Play Episode Listen Later Nov 14, 2025 6:15


The 50th edition of the Percussive Arts Society International Convention, or PASIC, is being held in Indianapolis. Purdue's charitable pharmacy is set to hold a soft opening next week, expanding critical access to medication. A Republican Senator in Indiana has come out strongly against redistricting. The Indianapolis music scene is receiving national attention. Want to go deeper on the stories you hear on WFYI News Now? Visit wfyi.org/news and follow us on social media to get comprehensive analysis and local news daily. Subscribe to WFYI News Now wherever you get your podcasts. WFYI News Now is produced by Zach Bundy and Abriana Herron, with support from News Director Sarah Neal-Estes.

Ad Law Access Podcast
Uncertainty in the Charitable Sector- Insights from the NAAG NASCO Conference and Other AG Matters

Ad Law Access Podcast

Play Episode Listen Later Nov 13, 2025 5:00


Charitable organizations continue to face growing oversight and evolving legal risks. At this year's NAAG NASCO Charities Conference, regulators and nonprofit leaders discussed how funding shifts, political pressures, and new enforcement priorities are reshaping the sector. In this episode, we break down key takeaways—including compliance strategies and recent developments affecting nonprofits nationwide. Hosted by Simone Roach. Based on a blog post by Paul L. Singer, Abigail Stempson, Beth Bolen Chun, and Andrea deLorimier.

Federal Employees Retirement & Benefits Podcast
Charitable Donations: Tax Strategies & Smart Giving for Retirees and Business Owners

Federal Employees Retirement & Benefits Podcast

Play Episode Listen Later Nov 13, 2025 23:09


Discover how charitable donations can maximize your tax benefits and support causes you care about. In this video, we unpack:Strategies for effective charitable givingTax deductions for retirees and business ownersDonor-advised funds and philanthropy tipsCommon mistakes to avoid when givingIRS rules and documentation best practicesKey Links & Resources:Book a FREE 15-minute call: https://calendly.com/charlesdzama/complimentary-15-minute-phone-call-youtubeSubscribe for weekly tips on retirement, taxes, and financial planning.CD Financial helps federal employees, retirees, and business owners create sustainable, tax-smart retirement income. For more, visit our website or follow us on socialSocials:Instagram: https://instagram.com/cdfinancial.llc/Facebook: https://facebook.com/cdfinancialLinkedIn: https://linkedin.com/company/cd-financial

The Long Term Investor
Year-End Equity Comp Playbook With John Owens (EP.230)

The Long Term Investor

Play Episode Listen Later Nov 12, 2025 33:59


Your finances have layers—investments, taxes, planning for the future. If you want a second set of eyes, Peter opened up a few spots for a quick, no-obligation call. Grab yours now. -----  Equity compensation can turbocharge wealth—and taxes. Brooklyn Fi managing partner John Owens joins Peter to share a clear year-end playbook for RSUs, ISOs/NQSOs, and ESPPs, including how to avoid AMT surprises, right-size withholding, and unwind concentrated stock positions.  Listen now and learn: ► A simple order of operations for year-end equity comp decisions ► RSU withholding pitfalls (and how to fix them before April)  ► ISO/AMT basics and why late-year exercises can backfire ► How to build a rules-based plan, use 10b5-1 mechanics, and when donor-advised funds make sense   Visit www.TheLongTermInvestor.com for show notes, free resources, and a place to submit questions.   (00:00) Introduction (03:15) A hard-won lesson: when AMT grows larger than your stock (and what to do next) (04:21) Don't start equity planning on December 15 (really) (05:19) First move: build an inventory and triage the quick wins (08:18) AMT 101 for ISO holders: the "parallel" tax you don't want to pay (10:47) RSUs: why 22% withholding often sets up an April tax bill (12:24) ESPPs: capture the discount, control concentration (14:55) Designing a rules-based sell plan to unwind concentration risk (18:11) The base rates on single stocks: why a diversification plan matters more than a "feel" (20:42) 10b5-1 plans: automate good behavior and expand your ability to sell (23:31) Charitable giving with concentrated stock: donor-advised funds and timing across 2025/2026 (26:11) Family gifting: UTMAs, kiddie tax, step-up in basis, and multi-generational choice (27:28) The year-end document checklist most people miss (29:17) When to hire help (and when not to) (31:19) Biggest year-end mistakes to avoid Editing and post-production work for this episode was provided by The Podcast Consultant (⁠https://thepodcastconsultant.com⁠)   Disclosure: This content, which contains security-related opinions and/or information, is provided for informational purposes only and should not be relied upon in any manner as professional advice, or an endorsement of any practices, products or services. There can be no guarantees or assurances that the views expressed here will be applicable for any particular facts or circumstances, and should not be relied upon in any manner. You should consult your own advisers as to legal, business, tax, and other related matters concerning any investment. The commentary in this "post" (including any related blog, podcasts, videos, and social media) reflects the personal opinions, viewpoints, and analyses of the Plancorp LLC employees providing such comments, and should not be regarded the views of Plancorp LLC. or its respective affiliates or as a description of advisory services provided by Plancorp LLC or performance returns of any Plancorp LLC client. References to any securities or digital assets, or performance data, are for illustrative purposes only and do not constitute an investment recommendation or offer to provide investment advisory services. Charts and graphs provided within are for informational purposes solely and should not be relied upon when making any investment decision. Past performance is not indicative of future results. The content speaks only as of the date indicated. Any projections, estimates, forecasts, targets, prospects, and/or opinions expressed in these materials are subject to change without notice and may differ or be contrary to opinions expressed by others. Please see disclosures here.

AMERICA OUT LOUD PODCAST NETWORK
Food insecurity: The charitable food system. It's complicated

AMERICA OUT LOUD PODCAST NETWORK

Play Episode Listen Later Nov 10, 2025 57:00 Transcription Available


Two Women Inspiring Real Life with Stephanie Coxon and Kathy Anderson-Martin – There are so many vulnerable people who need that help – children, the elderly, the disabled, and many who work, but struggle to make ends meet, many through no fault of their own. Sadly, there are even members of our US military who may need food assistance. However, there's more to the story...

Off The Wall
3 Trends in Charitable Giving that May Change How You Give This Year

Off The Wall

Play Episode Listen Later Nov 3, 2025 33:46


2025 has been a rough year for charities. Economic uncertainty, decreased federal funding, political polarization – in many ways, nonprofits are facing a lot of the same challenges they did during Covid, as well as a few new ones. Charitable organizations need your donations now more than ever.  In this episode, we're joined by former OFF THE WALL co-host and Partner at Monument, Jessica Gibbs, CFP® as she highlights three current trends in charitable giving and how you can adjust your giving strategy to help make a bigger impact. If you're currently looking at end-of-year giving or planning ahead for next year, be sure to tune in for the full episode.       Please see important podcast disclosure information at https://monumentwealthmanagement.com/disclosures   Episode Timeline/Key Highlights:   0:00 Disclosure 0:24 The Future of Giving 3:13 The State of Nonprofits Today 8:26 Funding Pressures and the Power of Flexibility 14:17 Burnout, Morale, and Donor ROI 21:01 Sustaining Impact Through Multi-Year Giving 26:09 How to Give with Intention 30:42 Closing Thoughts and Resources Resources Mentioned: Check out our sister podcast, Between Sips: https://monumentwealthmanagement.com/between-sips-podcast/   Watch 75th Episode of OFF THE WALL on YouTube: https://youtu.be/pc_3Z7f7CY8   Connect with Monument Wealth Management:    Visit our website: https://monumentwealthmanagement.com/   Follow us on Instagram: https://www.instagram.com/monumentwealth/#   Connect on LinkedIn: https://www.linkedin.com/company/monument-wealth-management/   Connect on Facebook: https://www.facebook.com/MonumentWealthManagement   Connect on YouTube: https://www.youtube.com/user/MonumentWealth#Fit   Subscribe to our Private Wealth Newsletter: https://monumentwealthmanagement.com/subscribe/   About "OFF THE WALL":    Markets move fast. OFF THE WALL helps you stay one step ahead. Hosts David B. Armstrong, CFA, and Nate Tonsager, CIPM, are talking about the things that Wall Street isn't: breaking down what's really happening in the markets and economy, how it impacts your wealth, and the smart moves to consider right now.    Learn more on our website at https://monumentwealthmanagement.com/off-the-wall-podcast/

MoneyWise on Oneplace.com
What's a Donor-Advised Fund? (And Should You Use One?)

MoneyWise on Oneplace.com

Play Episode Listen Later Oct 31, 2025 24:57


If you've ever wished your giving could be both simpler and more strategic, there's a powerful tool worth knowing about: the donor-advised fund, or DAF for short.Generosity isn't just about how much you give—it's about the heart behind it. As Paul reminds us in 2 Corinthians 9:7, “Each one must give as he has decided in his heart, not reluctantly or under compulsion, for God loves a cheerful giver.”Wise stewardship allows us to align our giving with God's purposes, using tools that help us maximize our Kingdom impact. A donor-advised fund—when used rightly—can help you do both: give joyfully and steward resources efficiently.What Is a Donor-Advised Fund?Think of a DAF as a charitable checking account designed to support the causes you care about. You contribute cash, stock, or other assets, receive an immediate tax deduction, and then recommend grants to ministries or charities on your timetable.In other words, it separates the act of giving from the act of distributing. You might contribute during a high-income year or before selling an asset to take advantage of tax benefits, while taking time to decide where those dollars should go prayerfully.Behind the scenes, your DAF is managed by a sponsoring organization. At FaithFi, we recommend the National Christian Foundation (NCF)—one of the largest and most trusted Christian providers, founded by Larry Burkett and Ron Blue. NCF handles the record-keeping, issues the grants, and provides online tools to manage your giving.Suppose you plan to sell a business or a piece of real estate that would normally result in a significant capital gain. By donating it to your donor-advised fund before the sale, you can avoid paying capital gains tax, allowing more of the donation to go directly to Kingdom purposes.You receive an immediate tax deduction for the full value of your gift since it's considered an irrevocable charitable contribution. The funds can be invested for potential growth while you prayerfully decide which ministries to support—or you can give immediately.When you're ready, you simply recommend a grant, such as $10,000, to your church or a mission organization. The DAF sponsor verifies the charity and then sends the gift—either in your name or anonymously.The Benefits of a Donor-Advised FundDonor-advised funds have become the fastest-growing vehicle for charitable giving in America, and for good reason. They combine flexibility, simplicity, and intentionality—all with a focus on Kingdom impact.Here are some of the key advantages:Simplicity – One contribution can fund all your charitable giving, with a single tax receipt and one dashboard to track every grant.Tax Efficiency – Receive your deduction when you contribute, not when you give. Donating appreciated assets can help avoid capital gains taxes, increasing the amount that goes to ministry.Flexibility – Give now and decide later where the funds should go, allowing generosity even as you discern where God is leading.Legacy Planning – Name successors—such as children or grandchildren—to carry on your legacy of generosity.Focus on Mission – Since the administration is handled for you, you can focus your energy on prayerfully deciding where to give.Important Limitations to ConsiderNo giving tool is perfect. Here are a few things to keep in mind:Irrevocability – Once you contribute to a DAF, it's a completed gift—you can't take the funds back.Qualified Recipients – Grants can only be made to IRS-approved charities, not individuals or political causes.Timing of Impact – Funds can remain in the account for years, which may delay charitable impact.At FaithFi, we encourage believers to use DAFs for timely generosity rather than indefinite storage. A DAF is meant to organize your giving, not to hold back what God has already called you to release.Why FaithFi Recommends NCFThere are many donor-advised fund providers—but not all share your faith commitments. That's why we recommend the National Christian Foundation (NCF).NCF doesn't just process gifts; they walk with donors in prayer and biblical wisdom. Their Giving Funds simplify generosity, reduce tax burdens, and amplify Kingdom impact. They can even accept complex, non-cash gifts, such as real estate, business interests, or agricultural assets.More importantly, NCF's team seeks to help every believer become a joyful, generous steward who advances the Gospel through wise giving.To learn more or to open your own Giving Fund, visit FaithFi.com/NCF. You can set up your fund in just minutes. And if you'd like a trusted financial advisor to guide you in the process, visit FindaCKA.com.At the end of the day, a donor-advised fund is just a tool—but in the hands of a faithful steward, it becomes a powerful way to partner with God in His work.When our giving flows from gratitude and trust, every dollar becomes a declaration: God owns it all, and we are His stewards.That's what it means to give with joy, wisdom, and eternal purpose.On Today's Program, Rob Answers Listener Questions:My husband was recently diagnosed with a serious health condition, and we're trying to decide whether it's wise to downsize our home. We currently owe about $198,000, but we're also looking at another house for $137,500. With today's interest rates, we could do a 15-, 20-, or 30-year loan. If my husband's income were to go away, would it be smarter to stay where we are or move to the smaller home with a lower payment?I'm 61 and wondering whether I should withdraw money from my 401(k) to pay off my car loan instead of taking out a new one. I've been looking at my budget and income, and I'm not sure if that's the best move. What do you think?My husband recently passed away. He had an IRA worth a little under $70,000, and I have one too. My financial advisor suggested that I roll his IRA into mine—can I do that, and would that be the best approach? Also, our home is in an irrevocable living trust. Am I allowed to sell it, or does it have to stay in the trust?Our term life insurance policy is set to expire soon. We could cash it out or roll it into a whole life policy, but we already have enough life insurance. With a child heading to college in about a year and a half, we're wondering if there's a smart way to put that money into savings for college without taking a big tax hit.Resources Mentioned:Faithful Steward: FaithFi's New Quarterly Magazine (Become a FaithFi Partner)National Christian Foundation (NCF)Wisdom Over Wealth: 12 Lessons from Ecclesiastes on MoneyLook At The Sparrows: A 21-Day Devotional on Financial Fear and AnxietyRich Toward God: A Study on the Parable of the Rich FoolFind a Certified Kingdom Advisor (CKA) or Certified Christian Financial Counselor (CertCFC)FaithFi App Remember, you can call in to ask your questions every workday at (800) 525-7000. Faith & Finance is also available on Moody Radio Network and American Family Radio. You can also visit FaithFi.com to connect with our online community and partner with us as we help more people live as faithful stewards of God's resources. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Talking Real Money
Financial Deja Vu?

Talking Real Money

Play Episode Listen Later Oct 30, 2025 27:46


Don and Tom open with an honest reflection on market déjà vu—how today's investing climate echoes the speculative excesses of 1929 and 2008. Citing Andrew Ross Sorkin's new book 1929: Inside the Greatest Crash in Wall Street History, they discuss the modern “financialization” wave: private equity, venture capital, crypto, and private credit being repackaged for retail investors and even 401(k)s, often under looser regulation. They warn listeners about “mark to make-believe” valuations and Wall Street's relentless drive to sell complexity to the masses. The conversation moves from cautionary history (leveraged trusts of 1929, margin loans, and subprime mortgages) to present-day parallels like Bitcoin ETFs and private-market tokens. The takeaway: avoid opaque, speculative products; stick with transparent, low-cost diversification. In the Q&A, they answer listener questions about simplifying global portfolios with VT vs. VTI/VXUS, and about selling or donating concentrated stock positions from employee plans. 0:04 Opening disclaimers and acknowledgment that the episode isn't meant to scare investors 1:18 Historical parallels—1929, 1987, 2008—and the feeling of “market déjà vu” 2:10 Introducing Andrew Ross Sorkin's new book 1929 and his NYT column on modern speculation 3:20 Financialization and the loosening of investor protections in the 2020s 4:33 Wall Street's constant invention of confusing products that favor sellers 4:58 Robinhood's Vlad Tenev and the illusion of democratizing risk 6:12 Lowering the barriers to private markets and what that means for investors 7:26 Echoes of 1929: leveraged ETFs, margin-like structures, and “Russian-doll” debt 8:29 The perils of leverage and speed of modern market declines 9:02 Private-market tokens and the “mark-to-make-believe” problem 10:25 Overvaluation, lack of liquidity, and Wall Street's interest in 401(k) assets 11:41 Historical leverage shifts—from banks to private credit 12:58 Why trusting financial “authorities” can be dangerous 13:32 Emotional honesty: people lie, and investors must self-protect 14:42 Jealousy, lottery-thinking, and envy as behavioral pitfalls 15:36 Investing as elimination—avoid what's complex, costly, or confusing 16:48 Listener Q&A: two-fund simplicity (VT + BND) vs. multi-ETF tinkering 18:38 The temptation to overweight U.S. equities 20:00 Contrarian case for international exposure (VXUS) 21:15 ESPP stock cleanup: when to sell concentrated holdings 22:44 Charitable giving of appreciated stock for tax efficiency Learn more about your ad choices. Visit megaphone.fm/adchoices

Daily Rosary
October 29, 2025, Holy Rosary (Glorious Mysteries)

Daily Rosary

Play Episode Listen Later Oct 29, 2025 27:36


Friends of the Rosary,This month, Pope Leo XIV released the apostolic exhortation Dilexi Te (I Have Loved You).It's a moving and challenging reminder that the love of God and love of neighbor are one.“Charitable works are the burning heart of the Church's mission.”Dilexi Te calls for the transformation of hearts and the way we see one another. Especially our love for the poor, to whom we have a unique obligation.“Christian love breaks down every barrier, brings close those who were distant, unites strangers, and reconciles enemies. It spans chasms that are humanly impossible to bridge, and it penetrates to the most hidden crevices of society.”“A Church that sets no limits to love, that knows no enemies to fight but only men and women to love, is the Church that the world needs today.”“We have to state, without mincing words, that there is an inseparable bond between our faith and the poor.”Ave Maria!Come, Holy Spirit, come!To Jesus through Mary!Here I am, Lord; I come to do your will.Please give us the grace to respond with joy!+ Mikel Amigot w/ María Blanca | RosaryNetwork.com, New YorkEnhance your faith with the new Holy Rosary University app:Apple iOS | New! Android Google Play⁠• October 29, 2025, Today's Rosary on YouTube | Daily broadcast at 7:30 pm ET