Podcasts about Retirement planning

Roger Whitney explores the idea that retirement always involves both excitement and uncertainty. While people spend years gathering information, running projections, and refining plans, there comes a point when no amount of additional analysis can eliminate risk. Through a conversation with Dr. Jordan Grumet, Roger discusses why retirement ultimately requires a leap of faith, how fear of running out of money can overshadow the risk of missing life, and practical ways to build confidence in spending and living intentionally. The episode also features listener reflections on decluttering, strategies for letting go of physical and financial clutter, and a Rockin' Retirement in the Wild story from Scott, who recently retired and embraced a long-awaited trip to Maui.OUTLINE OF THIS EPISODE OF THE RETIREMENT ANSWER MAN(00:00) Roger reflects on the “sweet and sour” nature of retirement and introduces the concept of taking a leap of faith.(01:56) Roger welcomes listeners, previews his conversation with Dr. Jordan Grumet, and invites listeners to the upcoming Noodle Live event.ROCKIN' RETIREMENT IN THE WILD(04:01) Scott shares a retirement story from Maui, including a chance encounter with Roger's realtor and reflections on taking the leap into retirement at age 57.PRACTICAL PLANNING SEGMENT WITH DR. JORDON GRUMET(05:47) Roger and Dr. Jordan Grumet discuss why confidence can be one of the biggest challenges in retirement, even for those who have prepared well financially. (13:00) The conversation explores the tension between protecting financial security and fully embracing life's opportunities.(22:18) ) A discussion on longevity assumptions, retirement planning conservatism, and why many retirees may overestimate the likelihood of running out of money. (27:04) Practical strategies for building spending confidence, including the “fun bucket” approach. (35:24) Additional tactics for creating confidence, including prefunding near-term spending and focusing on purpose rather than optimization. (42:12) How values-driven planning can help retirees intentionally use money to support the life they want to create. (47:49) Key takeaways on abundance, mindset, and taking meaningful action despite uncertainty.SMART SPRINT(49:55) Identify one decision you've been researching, planning, or delaying. Ask yourself whether additional information will truly change the outcome, or if it's time to take a small leap of faith and move forward.DECLUTTERING DEBRIEF(51:06) Roger reflects on listener feedback from the decluttering series and shares a few practical insights and resources from the community. REFERENCESlivewithroger.com — Register for Noodle Live on June 18!Submit a Question for RogerSign up for The NoodleDr. Jordan Grumet / Earn & Invest PodcastNote: The opinions expressed are for informational purposes only and should not replace personalized advice from licensed professionals.

Fan Mail: Tell Wendy how you're saying yes to yourself!Join Wendy for her dreamy Summer Solstice White Party on Saturday June 20, 2026 —an al fresco evening of delicious food, intention-setting, and celebration at the Phineas Wright House. Wear white, gather at the long table in the field, and toast to the season ahead. Save you seat here: phineaswrighthouse.com/the-shop/p/summer-solstice-white-partyIn this episode, Wendy sits down with Laura Phillips, a reverse mortgage lender. Laura challenges the generational belief that home equity is only a safety net, and explores how reverse mortgages can actually help seniors say yes to themselves and fund the life they want to live.They explore:What reverse mortgages actually are (and why the name confuses people)How non-recourse loans protect your heirs from debtWhy shifting your mindset about equity changes everythingLaura shares real stories of how reverse mortgages have helped seniors stay in their homes longer, fund in-home care, and maintain independence without burdening their children. She talks about breaking generational patterns around debt and home ownership, and why this financial tool deserves a second look.This is a conversation about reframing what your home equity can do for you in your later years.Connect with Laura:LinkedIn: linkedin.com/in/laurawphillipsWebsite: lauraphillips.comPhone: (303) 817-4611________________________________________________________________________________________Connect with Wendy:LinkedinInstagram: @wendy.harropFacebook: Phineas Wright HouseWebsite: Phineas Wright House PWH Farm StaysPWH Curated Experience and TravelInterested in being a guest on the show? Send your pitch to podcast@phineaswrighthouse.comPodcast Production By Shannon Warner of Resonant Collective Want to start your own podcast? Let's chat!If this episode resonated, follow Say YES to Yourself! and leave a  5-star review. It helps more women in midlife discover the tools, stories, and community that make saying YES not only possible, but powerful.

Don and Tom tackle a Wall Street Journal financial decision-making quiz that explores how to prioritize competing goals such as retirement savings, high-interest debt, mortgages, and student loans. The discussion highlights the importance of employer matching contributions, the damaging impact of credit card debt, and the reality that many financial decisions depend on individual circumstances and risk tolerance. They then answer listener questions about retirement portfolio allocation, Fisher Investments' sales tactics and fees, stock ownership concentration among wealthy Americans, and whether a federal retiree should consolidate TSP assets into a Vanguard IRA. The episode emphasizes building a financial plan before making allocation changes, avoiding market predictions, and simplifying finances where possible.0:00 Wall Street Journal financial decision-making quiz begins1:23 Prioritizing 401(k) matches versus high-interest debt4:31 When to pay down credit cards instead of investing more5:20 Borrowing from a 401(k) to eliminate 22% credit card debt6:07 Mortgage payoff versus other debt reduction strategies7:55 Mortgage prepayment versus additional retirement savings9:35 Building a hierarchy for financial priorities11:07 Listener Bob asks about retirement readiness and portfolio allocation13:02 Fisher Investments' fees, sales tactics, and active management claims16:15 Why retirement planning should come before allocation decisions19:40 Stock ownership concentration among the wealthiest Americans22:03 Why markets are not a zero-sum game23:51 Will retiring Baby Boomers hurt stock prices?25:52 Listener asks about consolidating TSP and Vanguard retirement accounts29:18 Comparing Vanguard and TSP target-date fund allocations31:57 Benefits of simplifying and consolidating retirement accounts35:06 Don discusses sales and distribution of The Line UncrossedQuestions? Comments? Click!

Market trends, risk management, and long-term planning take center stage alongside clips discussing work and legacy. This episode with Jackie Campbell highlights how disciplined decision-making and perspective influence financial outcomes. For more information or to schedule a consultation call 352-251-1015 or visit www.mycampbellandco.com! Follow us on social media: Facebook | YouTube | X | InstagramSee omnystudio.com/listener for privacy information.

Send us Fan MailI don't know if you've noticed, but writing checks is almost a thing of the past. Most people write very few, if any, checks anymore. The digital transfer of money has become quicker and easier with the advent of multiple options for cash transfers, such as ACH, debit cards, Zelle, and Venmo. But, are electronic money transfers safer?If you'd like to be a part of a free online retirement community, join us on Facebook: https://www.facebook.com/groups/399117455706255/?ref=share

Are you just a number to your financial advisor—or do they actually know your story? This episode explores how personalized advice can differ from large firm experiences, especially as you approach retirement. Brandon Bowen shares a real client example to highlight how service, communication, fees, and tax considerations can impact financial decisions. The conversation focuses on the value of relationships, simplifying portfolios, and reviewing strategies as needs change over time. Like what you hear? Get a second opinion today: bowenwealth.com Follow us on social media: YouTube | Facebook | LinkedInSee omnystudio.com/listener for privacy information.

Think retirement is still years away? That mindset could quietly shape the decisions you’re making today. In this episode, Frankie Guida discusses how delaying planning can create challenges as retirement approaches. The conversation highlights the importance of starting early, evaluating investment options, and adjusting strategies over time. Using real-life scenarios, he explores how portfolio structure, tax considerations, and risk management may influence retirement outcomes. It’s a look at how preparation—and timing—can impact the transition from working years into retirement. Schedule a complimentary appointment: A Better Way Financial Learn more about Frank and Frankie's book here! Buy Frank's book! Amazon Best Seller, “The Book on Retirement: A Better Way to Stretch Your Retirement Dollars While Living the Lifestyle of Your Dreams.” Buy Frankie's book! Amazon Best Seller, ""A Better Way to Retire: How a Fiduciary Retirement Planner Can Be the Key to Financial Success" CLICK HERE to register for one of our upcoming Tax-Smart Retirement Planning Dinner Workshops. Follow us on social media: Facebook | LinkedIn | YouTube See omnystudio.com/listener for privacy information.

Business lessons and personal experiences intersect with retirement planning in this episode with Art McPherson. The discussion highlights long-term thinking, family legacy, and how discipline applies across financial decisions. For more information visit www.artofmoney.com! Follow us on social media: YouTube | Instagram | Facebook | LinkedInSee omnystudio.com/listener for privacy information.

Maybe your family is one that doesn’t talk about money. That can come back to haunt you after the passing of a loved one. Subscribe or follow so you never miss an episode! Check out Fire Your Financial Advisor on YouTube! Learn more at GoldenReserve.com or follow on social: Facebook & LinkedIn.See omnystudio.com/listener for privacy information.

What if the biggest retirement mistake has nothing to do with money—but everything to do with the decisions behind it? In this episode, Jim Fox explores how retirement choices driven by emotion or assumptions can lead to unexpected regrets, from relocation decisions to spending habits. He explains why understanding your “why” matters more than chasing returns, and how aligning income, taxes, and lifestyle goals can shape retirement outcomes. Jim also highlights the importance of personalized planning, showing how a thoughtful approach can help balance enjoyment, efficiency, and long-term flexibility. Ready to connect with Jim today? Get some Financial Straight Talk! Follow us on social media: YouTube | FacebookSee omnystudio.com/listener for privacy information.

Could your retirement last 40 years—and is your income ready for it? Kevin Madden breaks down the reality of longer lifespans and why consistent cash flow matters more than ever. From guaranteed income options and Social Security timing to the impact of inflation, taxes, and market changes, this episode explores how retirees can structure income to keep pace with an evolving financial landscape. Plus, insights on “spring cleaning” your portfolio, avoiding redundancy, and making smarter decisions with old 401(k)s and investment accounts. Get Your Complimentary Retirement Roadmap Your roadmap will include: A retirement income strategy A test to see how long your money will last A tax-planning strategy See omnystudio.com/listener for privacy information.

Don and Tom tackle some of the most common retirement planning mistakes, with a particular focus on taxes and the danger of becoming overly obsessed with them. They discuss taxable Social Security benefits, the importance of diversifying across account types, Roth conversion considerations, tax-loss harvesting, and why most retirement decisions ultimately fall into the category of “it depends.” They also answer a listener question about navigating poor 403(b) plan options and the advantages of a 457 plan for educators. Finally, they dive deep into a thoughtful challenge from a listener regarding Avantis and Dimensional factor funds versus traditional Vanguard index funds, examining the evidence for factor tilts, the role of risk premiums, costs, and whether higher expected returns justify modestly higher expense ratios.0:05 Retirement planning mistakes, taxes, retirement income, financial independence, retirement readiness1:58 Tax obsession, retirement taxes, income planning, financial priorities, wealth management2:43 Social Security taxation, taxable benefits, retirement income, Social Security myths, tax planning5:14 Tax diversification, traditional 401(k), Roth accounts, brokerage accounts, retirement savings7:57 Roth IRA, young investors, compound growth, retirement investing, tax-free income9:11 Tax-loss harvesting, brokerage accounts, capital gains, tax strategy, investment management10:03 Roth conversions, Medicare IRMAA, retirement taxes, financial planning, tax efficiency12:03 Inherited IRAs, heirs, estate planning, retirement accounts, legacy planning13:35 403(b) plans, 457 plans, retirement savings, school employees, listener question15:29 403(b) Wise, 457B Wiser, educator retirement plans, high fees, retirement options18:35 Roth IRA investing, small-cap funds, emerging markets, diversification, asset allocation19:38 Avantis funds, Dimensional funds, Vanguard funds, factor investing, index investing23:55 Fama-French research, small-value premium, indexing, active management, factor premiums26:08 Rules-based investing, passive investing, factor tilts, portfolio construction, diversification27:02 Small-cap value investing, fund performance, index comparisons, advisor value, investment returns30:25 International small value, emerging markets, factor premiums, diversification, expected returns32:55 Academic investing research, Nobel Prize economics, risk premiums, value investing, factor investing35:18 Portfolio construction, asset allocation, diversification, retirement planning, investment strategy36:16 Free portfolio review, financial advice, portfolio allocation, retirement readiness, fiduciary planningQuestions? Comments? Click!

On this episode: When tech stocks are up 200%, is it real? Whirlpool stopped paying its dividend after 70 years. Does that mean something? Want to know how much you’ll need per month in retirement? The new averages are out. Subscribe or follow so you never miss an episode! Check out Fire Your Financial Advisor on YouTube! Learn more at GoldenReserve.com or follow on social: Facebook & LinkedIn.See omnystudio.com/listener for privacy information.

Don celebrates the continued success of the Friday Q&A format and the encouraging first week of sales for his novel The Line Uncrossed, including a strong Kirkus review, before tackling a series of listener questions centered on retirement income and fixed income investing. He explains how his combination of cash reserves, a CD ladder, and bond funds supports a disciplined withdrawal strategy, discusses why diversified bond funds like BND still play an important role in reducing portfolio volatility, rejects the idea that Social Security and pension income should be counted as bond allocations within an investment portfolio, argues against the concept of a reverse glide path that increases stock exposure later in retirement, and shares lessons learned from decades of entrepreneurship about balancing investments in a business versus the market. Throughout the episode, he emphasizes diversification, discipline, investor behavior, and the importance of managing volatility rather than chasing returns.0:05 Why listener questions remain Don's favorite part of talk radio after 40+ years1:16 Friday Q&A episodes continue to be the most downloaded shows each week1:50 Easier ways to submit questions through the redesigned Talking Real Money website2:42 First-week sales update on The Line Uncrossed and reader support3:21 Positive Kirkus review and details on the ebook bundle4:48 How Don uses cash, bond funds, and a CD ladder during retirement8:00 Why BND and total bond market funds remain useful fixed income tools11:22 Should Social Security and pensions count as bonds in your allocation?14:26 Why Don believes reverse glide paths are a bad retirement strategy17:34 Investing in your own business versus investing in the market21:23 Why compliance reviews delay listener questions from airingQuestions? Comments? Click!

Have you ever wondered if certain beliefs or rules of thumb about retirement could actually jeopardize your future instead of secure it? In this episode, Jacob breaks down the 4% and why it doesn't make sense in real life.

Retirement planning is not about retirement.That's the provocation David opens with — and he means it. This episode isn't another checklist. It's a ground-up rethink of what the 5-to-10-year sprint before retirement actually demands: emotionally, philosophically, and financially.Starting with a question no financial podcast has the nerve to ask — is retirement even a biblical concept? — David works through everything from the psychology of stopping work to the hard mechanics of income portfolios, tax strategy, and the risks that blow up otherwise solid plans.If you've been coasting toward retirement on autopilot, this episode is the alarm clock.In This Episode0:00 — Cold OpenWhy the conventional framing of retirement is wrong, and what this episode is actually going to cover.~3:00 — Is Retirement Even a Biblical Concept?The word never appears in Scripture. The one exception in Numbers 8, what the parables actually teach about accumulation, and why the biblical model looks more like a pivot than a finish line.~9:00 — The Behavioral Trap: What Will You Actually Do?The identity crisis nobody warns you about, retirement depression, underspending vs. overspending, and five questions worth sitting with before you make any financial decisions.~15:00 — The Purpose Problem: Should You Even Fully Retire?The happiest retirees David has seen, the financial benefits of partial work, and why "retire to something" beats "retire from something" every time.~20:00 — Business Owner or Employee: The Decisions Are DifferentW-2 employees: catch-up contributions, pension options, the healthcare gap before Medicare, Social Security timing. Business owners: exit planning, retirement plan vehicles, tax-efficient value extraction, and the concentration risk problem.~26:00 — Accumulation vs. Distribution PortfoliosWhy the portfolio that built your wealth can destroy your retirement. Sequence of returns risk explained plainly — same average return, completely different outcomes.~29:00 — The Bucket StrategyThree buckets, three time horizons, one framework that eliminates panic selling. How Bucket One is your shock absorber and why Bucket Three can still be aggressive.~32:00 — Roth vs. Pre-Tax: The Great DebateIt's almost always "and," not "or." Tax diversification, the Roth conversion window, and why business owners have unique opportunities here.~35:00 — The Risks Nobody Wants to Talk AboutLongevity risk (you live longer than your money does) and long-term care (70% of retirees will need it). What hybrid products exist now and why waiting to have this conversation is itself a costly decision.~38:00 — Spend on Experiences While You Can + Legacy PlanningThe go-go, slow-go, no-go framework. Why retirees wait too long. Legacy basics: beneficiary designations, powers of attorney, donor-advised funds, and the "talk while you can" imperative.Key Takeaways

This episode of Talking Real Money examines why financial advice so often turns into emotional debate instead of productive problem-solving. Don and Tom discuss how investors routinely underestimate spending, cling emotionally to employer stock, and defend strategies like dividend chasing, covered calls, crypto, or gold despite decades of evidence favoring diversified investing. They answer a listener question about aggressively paying down a 6.625% adjustable-rate mortgage versus maintaining liquidity, warn about commissioned advisors circling employees receiving RSU payouts, and correct a previous mistake regarding Roth employer matches under Secure 2.0 legislation. Along the way, the hosts mix humor, blunt honesty, and personal stories about why changing financial behavior is far harder than simply explaining the math.0:05 Are listeners looking for advice, validation, or just an argument?0:58 “Two old white guys waiting to die on a podcast” and why changing investor behavior is so difficult1:24 Basis points complaints and arguing over financial terminology2:21 Why financial planning conversations often become debates3:16 Most people underestimate how much they actually spend4:04 Net income minus savings equals spending, whether you admit it or not4:59 Growing up arguing in big families and learning debate skills early5:53 Emotional attachment to employer stock and concentration risk6:19 Microsoft, Enron, Washington Mutual, and the danger of loyalty investing7:02 Why many individual stocks underperform for long stretches7:42 Covered calls, dividend strategies, and belief in “secret” investing systems8:16 Why Don and Tom remain skeptical of crypto, gold, and speculative investing9:16 Their investing philosophy comes from peer-reviewed academic research, not hunches10:17 If you call for portfolio help, don't expect automatic validation11:23 Listener Jim asks whether to aggressively pay down his adjustable-rate mortgage12:17 Extra principal payments versus saving cash to pay off the mortgage later13:12 Why a 6.625% mortgage changes the payoff math14:35 Liquidity concerns versus the emotional appeal of being debt-free15:06 Mortgage recasting explained and reducing future interest costs17:39 Regret over not refinancing during ultra-low-rate years18:10 Why peace of mind sometimes outweighs financial optimization18:50 “Paper argues badly” and the transition into listener emails18:59 RSU sharks circling a listener with a large restricted stock payout19:48 Wealth managers aggressively targeting employees cashing out company stock20:47 Warning signs of commissioned annuity sales disguised as “help”21:48 Why concentrated company stock remains risky even after huge gains22:24 Recalling the advisor who openly admitted to a 10% annuity commission22:41 Retirement quiz follow-up and correcting a Roth 401(k) mistake23:01 Secure 2.0 technically allows Roth employer matches in 401(k)s24:09 Why most employers still don't offer Roth matching contributions24:36 Tax uncertainty and the value of maintaining both Roth and pre-tax accounts25:33 Tom admits he occasionally tells players when he missed a call as a referee26:05 Encouraging listeners to argue, ask questions, and engage with the show27:02 Offering free portfolio consultations without annuity sales pressure27:39 Joking about becoming annuity salesmen after all these yearsQuestions? Comments? Click!

In this episode, retirement expert Roger Whitney and Marie Kondo consultant Dr. Lindsey Hardegree explore the transformative power of decluttering. They discuss how clearing physical and emotional clutter can pave the way for a joyful and intentional retirement. Lindsey shares practical strategies from the Konmari method, focusing on identifying what truly sparks joy and letting go of the rest. This conversation is perfect for anyone looking to simplify their life and embrace a clutter-free future. OUTLINE OF THIS EPISODE OF THE RETIREMENT ANSWER MAN(00:00) Roger previews the episode, announces the June 18 Noodle Live event, and introduces the final installment of the decluttering series.PRACTICAL PLANNING SEGMENT WITH LINDSEY HARDEGREE(03:15) Roger frames retirement as a major life transition and explains how clutter extends beyond possessions into finances, commitments, and relationships.(06:40) Lindsey introduces the KonMari framework and explains why the first step is creating a clear vision for your ideal life before getting rid of anything.(09:14) Lindsey shares common scenarios that prompt people to seek out an organizer.(12:18) Roger and Lindsey discuss practical ways to define what you want your environment and future life to feel like.(15:31) Lindsey explains emotional attachment, sunk costs, and why gratitude can help people let go of possessions tied to previous seasons of life.(18:12) Why decluttering by category—not room—creates better long-term results and why sentimental items should come last.(25:00) Club members discuss challenges involving spouses, differing organizing styles, and when outside help may be more effective than family support.(30:53) Lindsey addresses difficult situations involving aging parents, inherited belongings, and navigating sentimental attachment during life transitions.(33:01) The discussion shifts toward handling deeply personal and sentimental items, including family keepsakes, clothing, photos, and children's memorabilia.(50:41) Lindsey explains why organization systems should fit the person using them and how overly rigid systems can create frustration instead of simplicity.(55:21) Resources and advice for finding professional organizers and deciding when support may be helpful.SMART SPRINT(59:27) Pick one very small category of personal items—pens, office supplies, coffee mugs, hair clips, or something similar—and spend time decluttering only that category. Focus on building momentum and decision-making reps rather than trying to organize everything at once.REFERENCESlivewithroger.com — Register for Noodle Live on June 18!Submit a Question for RogerSign up for The NoodleMarie Kondo's Konmari MethodKonmari Certified OrganizersNational Association of Productivity & Organizing Professionals (NAPO)Book: The Life-Changing Magic of Tidying Up by Marie KondoNote: The opinions expressed are for informational purposes only and should not replace personalized advice from licensed professionals.

Send us Fan MailRetirement planning can feel like a wall of jargon and spreadsheets, so we brought in someone who makes the numbers feel human. CPA and Certified Divorce Financial Analyst Jesse Hurst joins us to break down how to start retirement financial planning at any age and why the first step is not picking investments. It is getting honest about where you are today, then turning “someday I want to retire” into real retirement goals you can measure.We get practical about the questions that trip people up: how much should you put into a 401(k), why an employer match matters, and why starting at 22 versus waiting until 32 can completely change the outcome even if you save the same way. Jesse shares a simple strategy for increasing contributions over time so you still feel your raises, while your retirement savings rate quietly grows. We also talk about the gap in financial literacy for younger adults, and why many traditional wealth management firms ignore people who are still building, even when they have strong income and big decisions like buying a first home, choosing benefits, setting up insurance, or handling 401(k) rollovers after job changes.Then we move into the part nobody warns you about: the emotional switch from saving to spending. Many retirees have done everything “right” and still feel like they are not allowed to use their money. Jesse explains how a retirement income plan can create permission to spend, and how to prepare for market volatility with a liquidity strategy that helps you avoid selling at the worst possible time. If scary headlines make you want to change your plan, this conversation will help you trade anxiety for a process.If you find this helpful, subscribe, share it with someone who needs a clearer retirement plan, and leave us a review so more families can find the show.If you would like to speak with one of our attorneys, please call our office at (503) 227-0200, or visit our website at https://www.pacificcascadelegal.com.To learn more about Jesse and how he can help you, you can visit his website at: https://www.impelwealth.com/Disclaimer: Nothing in this communication is intended to provide legal advice nor does it constitute a client-attorney relationship, therefore you should not interpret the contents as such.

Tom and Don dismantle the myth of “free money” from high-dividend stocks and ETFs, explaining why chasing yield often leads to poor diversification, lower total returns, and disappointing long-term performance. Using examples like Campbell's, Kraft Heinz, and Whirlpool, they show how dividend-paying companies can still destroy shareholder value while the broader market marches higher. The episode also features listener questions on military retirement planning with a pension-heavy income stream, asset allocation and Roth contributions near retirement, how to structure a UC retirement portfolio using low-cost index funds and small-cap value tilts, and the smartest way to generate retirement withdrawals from a balanced portfolio. Along the way, Don plugs his new Civil War novel The Line Uncrossed and the hosts revisit some old radio history.0:05 Dividend investing myths and “free money” thinking2:18 Why retirees are drawn to dividend stocks and ETFs4:03 Huge inflows into high-dividend ETFs despite lower expected returns5:19 Total return vs. income investing explained5:45 Campbell's Soup and Kraft Heinz as dividend trap examples7:06 Whirlpool cuts long-running dividend after financial strain8:10 Why total return matters more than yield9:10 Vanguard Dividend Growth vs. S&P 500 performance comparison10:44 The dangers of concentrated dividend strategies12:19 Why “magic income” strategies usually disappoint13:32 Military retirement caller asks about pensions, Roths, and mortgage payoff17:43 Using pensions as bond-like income in portfolio allocation18:41 Caller shifts from U.S.-only investing toward global diversification20:28 Don discusses The Line Uncrossed and companion Civil War stories22:30 UC employee asks about AVGE/DFAW vs. ultra-cheap UC index fund24:39 Suggested mix using low-cost index fund plus small-cap value tilts26:04 Listener thanks Don for decades of investing guidance27:58 Retirement withdrawal strategies from a 60/40 portfolio29:19 Rebalancing as the primary source of retirement cash flow30:14 Why retirement distribution planning matters32:35 Fiduciary advice vs. product sales pitches33:54 Friendly rivalry with Stacking BenjaminsQuestions? Comments? Click!

What happens to your retirement plan when life doesn’t go as expected? Donald Trump Jr has some retirement advice for you and Kevin Madden breaks down why having a true retirement plan—not just a “pile of money”—matters more than ever. From navigating unexpected life events to creating reliable income streams, they explore how planning for longevity, market shifts, and personal decisions can shape your financial future. The conversation also covers annuities, guaranteed income, and common mistakes retirees make when rushing decisions or failing to revisit their plan over time. Get Your Complimentary Retirement Roadmap Your roadmap will include: A retirement income strategy A test to see how long your money will last A tax-planning strategy See omnystudio.com/listener for privacy information.

The “Henssler Money Talks” hosts take a practical look at emergency funds, including how liquid they really need to be, whether keeping everything in cash still makes sense, and what truly qualifies as a financial emergency. They also discuss realistic strategies for building a reserve over time when balancing competing priorities like debt repayment, investing, and retirement savings.Original Air Date: May 23, 2026Read the Article: https://www.henssler.com/before-you-chase-returns-build-reserves

A spring cleaning mindset might belong in your financial life more than your closet. This episode explores how cluttered accounts, forgotten 401(k)s, and outdated plans can impact retirement readiness. Jackie Campbell discusses simplifying your financial picture, coordinating investments, and focusing on income strategies that align with your goals. She also touches on tax awareness, long-term care considerations, and how shifting priorities shape retirement planning over time. For more information or to schedule a consultation call 352-251-1015 or visit www.mycampbellandco.com! Follow us on social media: Facebook | YouTube | X | InstagramSee omnystudio.com/listener for privacy information.

Retirement isn't the same for everyone. Just like every retirement plan isn't the same either. Jim Fox knows that some things work for one person, but might not work for another. You have to figure out what you want from your retirement, otherwise you end up with a pile of ingredients, but no recipe or dish from those ingredients. Let Jim help you turn those ingredients into a tasty dish that is your retirement! Ready to connect with Jim today? Get some Financial Straight Talk! Follow us on social media: YouTube | FacebookSee omnystudio.com/listener for privacy information.

Why does retirement feel exciting for some—and overwhelming for others? In this episode, Brandon Bowen explores the emotional shift from earning a paycheck to relying on your savings for income. He discusses how identity, market uncertainty, and fear of running out of money can shape retirement decisions. Through real-life examples, Brandon explains how organizing assets into purpose-driven “buckets” and having a structured plan can change the way people approach retirement. The conversation highlights how preparation, income strategy, and ongoing adjustments play a role in navigating this major life transition. Like what you hear? Get a second opinion today: bowenwealth.com Follow us on social media: YouTube | Facebook | LinkedInSee omnystudio.com/listener for privacy information.

You may love your job and gladly work 60 hours a week. What challenges does that bring for your retirement? Subscribe or follow so you never miss an episode! Check out Fire Your Financial Advisor on YouTube! Learn more at GoldenReserve.com or follow on social: Facebook & LinkedIn.See omnystudio.com/listener for privacy information.

In this Episode of the Secure Your Retirement Podcast, Radon and Murs discuss the critical importance of reviewing your Beneficiary Designations and how one simple oversight could create major complications for your loved ones. From 401k Beneficiary forms to IRA Beneficiary rules, they break down real-world examples showing how outdated or incomplete beneficiaries can derail even the best Estate Planning intentions. They also explain why beneficiary forms override wills and trusts and how failing to verify your beneficiaries could unintentionally send your assets to the wrong person.Listen in to learn about key Estate Planning tips that can help Protect Your Family, preserve Family Wealth Planning goals, and reduce unnecessary taxes for future generations. Radon and Murs explain concepts like Spousal Consent, Inherited IRA distribution rules, Per Stirpes, Per Capita, and disclaimer strategies that can dramatically impact your Retirement Beneficiaries. Whether you are building your retirement checklist, planning retirement, or trying to secure your retirement for the next generation, this episode provides practical guidance to help protect your assets and ensure your beneficiary wishes are carried out properly.In this episode, find out:Why Beneficiary Designations override wills and trusts in Estate PlanningThe difference between a 401k Beneficiary and an IRA Beneficiary when it comes to Spousal ConsentHow Inherited IRA rules under the SECURE Act can impact your family's taxesThe difference between Per Stirpes and Per Capita beneficiary designationsWhy reviewing beneficiaries regularly is essential for Retirement Planning and protecting family wealthTweetable Quotes:“The beneficiary form trumps everything. You could have anything you want in your will, but if the beneficiary designation says something different, the beneficiary designation wins.” – Radon Stancil“It's not just about getting the money to the right person. It's about getting it to them in the most tax-efficient way possible.” – Murs TariqResources:If you are in or nearing retirement and you want to gain clarity on what questions you should be asking, learn what the biggest retirement myths are, and identify what you can do to achieve peace of mind for your retirement, get started today by requesting our complimentary video course, Four Steps to Secure Your Retirement!To access the course, simply visit POMWealth.net/podcast.

As retirement approaches, financial organization becomes more important than ever.In this episode, Miguel Gonzalez discusses how simplifying accounts, reviewing old retirement plans, updating beneficiaries, and organizing important financial documents can help create more clarity and confidence before retirement. Small organizational steps today can make managing your financial life much easier in the years ahead.Miguel Gonzalez is a Certified Retirement Counselor (CRC) with over 25 years of experience helping individuals and families design retirement income strategies and long-term financial plans. He is the Managing Partner of Cortburg Retirement Advisors, a boutique firm focused on retirement planning, investment management, and financial clarity.#RetirementPlanning #FinancialOrganization #CortburgSpeaksRetirement #MiguelXGonzalez #FinancialWellness #RetirementPrepWelcome to Cortburg Speaks Retirement Podcast with Miguel Gonzalez, MBA, AIF®, CPFA®, CRC® CLICK HERE TO LISTEN TO MIGUEL'S LATEST PODCAST FOLLOW US ON: YouTube->https://m.youtube.com/c/CORTBURGRETIREMENTADVISORSFacebook-> https://m.facebook.com/CortburgIncTwitter-> https://twitter.com/CortburgIncLinkedIn->https://www.linkedin.com/in/miguelxgonzalez/Website: www.CortburgRetirement.comEmail:     Miguel@CortburgRetirement.com

Think your retirement plan is airtight? Strap in—this episode of Your Retirement Highway is an unexpected detour! With Kyle out due to those infamous car troubles, Matt Allgeyer takes the driver's seat solo and lifts the hood on what truly sets their advisory approach apart. Spoiler: It's not flashy products or cookie-cutter solutions—Matt's got bigger fish to fry, from “tax bombs” lurking in your IRA to the real reason you should double-check what your financial advisor asks you to bring to every meeting. Hint: if they haven't seen your tax return, you might want to put your foot on the brakes.But hang on, because Matt doesn't stop at the red flags—he outlines the five crucial parts of retirement most advisors skip (and he's not afraid to ruffle a few industry feathers in the process!). Want to know if your plan can withstand market swings, tax changes, and the dreaded “spousal tax trap”? You'll have to tune in to learn the mistakes almost everyone makes—and the smart questions your advisor should be asking if you really want to get retirement right. Ready for an honest, eye-opening ride? Don't miss this one.Join Matthew Allgeyer and Kyle Jones as they dive into the crucial issues shaping your retirement. In this episode of Your Retirement Highway, our hosts discuss a key retirement topic, sharing expert advice, actionable strategies, and experiences that matter. From taxes and Social Security to long-term care and market volatility, they cover what you need to know to chart your retirement course with clarity and confidence.

You've got the savings, the spreadsheet, maybe even the perfect retirement date circled on your calendar, so what's actually holding you back? In this episode, I get honest about the real reason so many people delay retirement, and it's not the money. I share two personal stories and the mindset shift that can help you finally step forward.

In this special episode of Money Matters, Ken Moraif welcomes longtime RPOA client to share his real-life retirement journey and the lessons he learned after living through the 2008 financial crisis. From sleepless nights during market downturns to finding peace of mind with a retirement strategy, Jeff offers honest insights every pre-retiree and retiree can learn from.Ken also answers an important Social Security question about maximizing survivor benefits and explains how families can structure life insurance to help pass wealth to heirs' estate tax-free.This episode combines practical retirement advice, real client experience, and a reminder that retirement planning is about more than money. It's about confidence, relationships, and peace of mind.Visit: rpoa.comLike, subscribe, and share with someone planning for retirement.RPOA Advisors, Inc. (d/b/a Retirement Planners of America) (“RPOA”) is an SEC-registered investment adviser. Registration as an investment adviser is not an endorsement by securities regulators and does not imply that RPOA has attained a certain level of skill or training.This podcast has been prepared for informational and educational purposes only. It is not intended to provide, and should not be relied upon for, personalized investment, financial, tax, or legal advice. RPOA does not provide tax or legal advice. You should consult your own tax and legal advisors before engaging in any transaction or strategy.Opinions expressed are those of RPOA as of the date of publication and are subject to change. Investing involves risks, including possible loss of principal. Diversification and asset allocation do not guarantee a profit, nor do they eliminate the risk of loss. Past performance is no guarantee of future results.The “Invest and Protect Strategy” (the “Strategy”) refers to a strategy that Retirement Planners of America fundamentally employs for its clients. Retirement Planners of America previously employed a similar strategy that it referred to as the “buy, hold, and sell” strategy or “buy hold, and protect” strategy. Past performance does not guarantee future results. Therefore, current or prospective clients should not assume that the future performance of the Strategy, any specific investment, or any other investment strategy that Retirement Planners of America recommends will be profitable or equal to past performance levels. All investment strategies have the potential for profit or loss. References to recommendations made under the Strategy that predate 2011; and statements such as and similar to: “we told our clients to be out of the market in 2007 and 2008,” “we told our clients to get back into the market in 2009,” and “clients that followed our advice were out of the market in 2008;” refer to strategies collectively employed and recommendations collectively made by Retirement Planners of America's principals while employed at Eagle Strategies, LLC., and also at Cambridge Investment Research Advisors, Inc. Three of the five principals remain as principals today, including the Retirement Planners of America's founder, Ken Moraif. Retirement Planners of America has been employing the Strategy since its inception in 2011. Therefore, any references to Retirement Planners of America's performance or its investment advisory recommendations predating 2011 generally refer to recommendations made by Retirement Planners of America's principals at the respective other firms described above. Like all investment strategies, the Strategy is not guaranteed. It is possible that it can incorrectly predict a bear market (generally accepted as a 20% drop in a market index), which has, in-fact, happened before at Retirement Planners of America and affected its clients accordingly. When the sell / “protect” portion of the Strategy is implemented, affected investors will incur transaction costs and taxable accounts will incur tax consequences. Jeff is a current client of MMWKM Advisors, LLC. Jeff received no cash or non-cash compensation in connection with his appearance on this episode. Jeff's experience may not be representative of the experience of other clients and is not a guarantee of future performance or results. Jeff has no material conflicts of interest in connection with his appearance.

Andy chats with a real person (not an advisor) doing their own retirement planning. In this episode, Andy talks with Daryl. They talk about a wide array of retirement planning topics such as when he started getting serious about planning for retirement, how he's gotten comfortable spending from his nest egg, what he's doing for health insurance since he's not yet on Medicare and what his claim to fame was with being on television...  Links in this episode:Tenon Financial monthly e-newsletter - Retirement Planning InsightsFacebook group - Retirement Planning Education (formerly Taxes in Retirement)YouTube channel - Retirement Planning Education (formerly Retirement Planning Demystified)Retirement Planning Education website - www.RetirementPlanningEducation.comTo send Andy questions to be addressed on future Q&A episodes, email andy@andypanko.com

Don and Tom take on the uncomfortable reality that even supposedly “rules-based” index investing is starting to look suspiciously active, as major indexes like the S&P 500 consider bending long-standing rules to admit massive IPOs like SpaceX earlier than before. They explain why changing index rules matters more than most investors realize, debate whether index committees are chasing performance to stay competitive with the QQQ, and argue that broad global diversification may be safer than relying on any single benchmark. Listener questions cover retirement-saving strategies for LLC owners, how highly compensated employees can work around 401(k) discrimination limits, the pros and cons of backdoor Roth strategies, and why taxable brokerage accounts are often more tax-efficient than people assume. The episode wraps with skepticism about proposed “Trump IRA” retirement plans that don't actually exist yet, plus the usual blend of sarcasm, practical advice, and mild exasperation with modern finance.0:05 Rules-based investing versus changing the rules mid-game0:50 Why podcasting is safer than television for Don and Tom1:40 How index funds are supposed to work2:27 Why the S&P 500 wants SpaceX and giant IPOs3:01 IPO hype, pricing games, and the original S&P waiting rule4:05 Fear that indexes are drifting into active management5:01 Why investors wrongly assume the S&P 500 is “automatic”6:24 Explaining stock float and why liquidity matters8:07 QQQ and S&P changing IPO admission rules9:10 Why changing index rules should concern investors10:08 The explosion of specialized stock indexes11:33 Why owning the whole global market may be safer12:27 How Dimensional and Avantis differ from traditional indexes14:04 How listeners can submit questions to the show15:06 Retirement options for an LLC owner taking only dividends16:57 IRS concerns about treating a business like a hobby18:52 Highly compensated employee struggles with 401(k) testing20:42 Using a rollover IRA to reopen backdoor Roth opportunities21:58 Why taxable brokerage accounts are underrated22:33 Tax-efficient ETF investing and retirement flexibility23:14 Questions about the proposed “Trump IRA” plan24:35 Why investors should ignore retirement proposals that don't yet exist25:58 Congress, air conditioning, and why Washington never leaves town26:48 Podcast rankings and chasing Stack & BenjaminsQuestions? Comments? Click!

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Are smart, successful professionals unknowingly making retirement planning mistakes? In this episode of Upticks, Jake and Cory break down some of the most common retirement myths. Even the ones high earners and financially savvy individuals may still believe. From assuming your expenses will drop in retirement to relying on outdated rules of thumb, these misconceptions can quietly derail your long-term financial plan. They also unpack a popular strategy used by ultra-wealthy investors where they borrow against their stock instead of selling it. They explain reasons why it may not be as safe or accessible as it sounds. ---------------

Let's take these quotes from Walt Disney and turn them into financial wisdom…   Contact Information: Website: https://legacyrootswm.com/ Phone: 888-823-7526

Roger Whitney continues the decluttering series by focusing on the hidden challenges that keep people stuck. Rather than treating decluttering as a massive life overhaul, he explains how perfectionism, emotional attachment, deferred decisions, and fear of change can quietly create friction across our belongings, finances, and relationships. The episode also tackles listener questions on market uncertainty, international investing, gray divorce, healthcare options like MediShare versus ACA plans, and longevity planning. It closes with an inspiring Rockin' Retirement in the Wild update from Beth, who shares how intentionally redesigning her life after burnout created a simpler and more fulfilling retirement.OUTLINE OF THIS EPISODE OF THE RETIREMENT ANSWER MAN(00:00) Roger previews the episode, shares details about the upcoming Noodle Live event, and outlines the next phase of the decluttering series.PRACTICAL PLANNING SEGMENT(02:18) Roger introduces one of the biggest challenges of decluttering: making the process feel too overwhelming and believing it has to be done perfectly. (04:20) Roger explains why clutter often persists because it lacks urgency and people wait for a triggering event before taking action.(06:57) He explores the emotional and practical obstacles tied to physical possessions, including memories, unfinished projects, family heirlooms, and sunk costs.(10:34) Roger breaks down financial clutter and why accounts, relationships, taxes, and uncertainty can make simplification feel risky.(11:52) He discusses relationship clutter, including obligations, organizations, unhealthy dynamics, and the fear of disappointing others.(14:20) How do we overcome these challenges?LISTENER QUESTIONS(15:17) Roger answers a question about whether global sentiment toward U.S. leadership should impact international versus domestic investment allocation decisions.(24:43) A listener facing gray divorce asks for guidance, leading Roger to discuss grief, rebuilding identity, and creating a new vision for retirement.(29:05) Roger shares his experience using MediShare and discusses important healthcare considerations before choosing alternatives to ACA coverage.(33:13) Roger responds to listener feedback on longevity planning and balancing the risk of overspending versus running out of money.ROCKIN' RETIREMENT IN THE WILD(35:24) Beth shares an update on her retirement transformation after leaving a stressful healthcare career and intentionally creating a simpler life centered around flexibility, joy, and financial sustainability.SMART SPRINT(42:17) Identify the challenges you may face in decluttering your things, finances, or relationships and jot down one possible strategy to overcome each obstacle.REFERENCESlivewithroger.com — Register for Noodle Live on June 18!Submit a Question for RogerSign up for The NoodleNote: The opinions expressed are for informational purposes only and should not replace personalized advice from licensed professionals.

Don and Tom unload on sensationalized financial journalism, taking aim at recent articles claiming the 4% withdrawal rule and classic 60/40 portfolios are “failing” retirees. They argue that the media increasingly prioritizes fear-driven headlines over practical investing wisdom, pushing emotionally charged narratives that ignore investor behavior and long-term historical returns. The duo also push back against claims that target-date funds could wipe out retirees, explaining why diversified portfolios remain far less risky than headlines suggest. Listener questions cover Robinhood's controversial 2% transfer bonus, SEC transaction fees on ETF sales, Roth IRA liquidity concerns, rebalancing discipline, and the dangers of emotionally reacting to politics and markets. Along the way, Don discusses the release of his Civil War novel The Line Uncrossed, while Tom manages to squeeze in Morse code, Rasputin, and model bomber references for absolutely no good reason whatsoever.0:05 Don and Tom rant about the collapse of quality financial journalism1:43 Criticism of Money.com article attacking the 4% rule and 60/40 portfolios2:44 Morningstar's 3.7% withdrawal study versus the traditional 4% rule4:21 Why “100% stocks beats 60/40” ignores investor psychology and risk tolerance5:03 Emotional pain, market crashes, and why most investors cannot handle full equity exposure6:02 Financial media sensationalism and clickbait retirement headlines7:32 Seattle Times article warning target-date funds could destroy retiree savings8:35 Critique of claims that target-date funds are dangerously risky at retirement9:41 Discussion of Vanguard 2025 target-date allocation and global diversification12:00 Why diversified global portfolios are far less risky than fearmongers suggest13:16 Media outrage, sensationalism, and why Talking Real Money avoids scare tactics14:48 Listener comment about Don's books appearing on Amazon15:15 Reality check on book royalties and publishing economics15:49 Discussion of Don's Civil War novel The Line Uncrossed17:19 Book pricing, Kindle strategy, and avoiding Amazon exclusivity18:41 Transition to listener questions19:10 Caller asks about Robinhood's 2% IRA transfer bonus and possible tax issues20:10 Why IRA transfers and Robinhood bonuses are generally not taxable21:05 Concerns about Robinhood's gamified investing culture versus Vanguard's philosophy22:03 Risks of getting lured into speculative products after transferring assets22:59 Caller explains working with a fee-only fiduciary advisor and self-managing investments24:48 SEC transaction fees on ETF sales explained25:47 Why the SEC fee is effectively meaningless for ordinary investors26:15 Listener question about moving Roth IRA money to CDs due to market fears29:10 Why emotionally reacting to politics and market fears can hurt long-term investing31:17 Importance of maintaining an appropriate long-term asset allocation31:41 Tom jokes nervously about a meeting with HRQuestions? Comments? Click!

In this episode we answer emails from Luc, Deep, and Paul.  We discuss the French Canadian "Sak kosh" portfolio, try to help out the elder Sonia sleep well at night, distinguishing small cap blend funds from small cap value funds, and share how we use AI tools to summarize long investing content without losing the source material. Links:  Father McKenna Center Donation Page:  Donate - Father McKenna CenterThe Superman Portfolio Withdrawal Rates:  Withdrawal Rates – Portfolio ChartsThe Superman Portfolio Drawdowns:  Drawdowns – Portfolio ChartsThe Superman Portfolio Portfolio Matrix:  Portfolio Matrix With The Superman Portfolio.png - Google DriveRPR Episode 436 Summary Video:  RPR Episode 436 Illustrated: The Two Halves of Your Financial LifeAdmiral Ackbar's Best Practices For Retirement Planning:  NotebookLM - Retirement Tactical Briefing with Admiral Ackbar and Tenon FinancialDaniel Plainview's "I Drink Your Milkshake" Best Practices for Retirement Planning:  NotebookLM - Plainview Wealth ExtractionVideo Version:  NotebookLM - The Ruthless ExtractionBreathless Unedited AI-Bot Summary:A listener builds a Canadian “risk parity style” portfolio that looks like a mad science project on paper and then asks the question we all quietly worry about: is this clever diversification, or is it just complexity wearing a lab coat. We walk through the logic behind mixing small cap value, gold, long-duration Treasuries, managed futures, and a small dose of leveraged ETFs, plus the real constraint that changes everything for many investors: you can only buy what your country and accounts actually offer. I share how I think about backtesting when tools don't support Canadian ETFs, why proxies can be useful, and why great historical results still don't remove behavior risk.Then we shift to a common real-life retirement planning scenario: someone in their mid-70s sells a home, moves into a retirement community, and only needs about 2% per year from investments. Instead of forcing a complicated portfolio to do the job, I explain why a single premium immediate annuity can be the cleanest solution for a very risk-averse retiree, potentially covering that gap with a relatively small slice of the nest egg and letting the rest stay invested simply and calmly. We also talk about separating mandatory expenses from discretionary spending so the plan feels safe and sustainable.We close with a fast answer on asset location for a saver juggling multiple account types and debating small cap value placement. The punchline: make sure you're actually buying small cap value, and don't over-optimize what usually doesn't matter much. Plus, a quick look at using Google NotebookLM to summarize long podcasts and documents in a way that stays grounded in the inputs you provide. If you found this helpful, subscribe, share the show with a friend, and leave a review so more DIY investors can find it.Support the show

 People are living longer than ever — but many retirement plans were never built for a 30-year retirement.In this episode, Miguel Gonzalez discusses longevity risk, rising healthcare costs, and the financial challenges that can come with a longer retirement timeline.Miguel Gonzalez is a Certified Retirement Counselor (CRC) with over 25 years of experience helping individuals and families design retirement income strategies and long-term financial plans. He is the Managing Partner of Cortburg Retirement Advisors, a boutique firm focused on retirement planning, investment management, and financial clarity.#RetirementPlanning #LongevityRisk #CortburgSpeaksRetirement #MiguelXGonzalez #FinancialWellness #RetirementIncome Welcome to Cortburg Speaks Retirement Podcast with Miguel Gonzalez, MBA, AIF®, CPFA®, CRC® CLICK HERE TO LISTEN TO MIGUEL'S LATEST PODCAST FOLLOW US ON: YouTube->https://m.youtube.com/c/CORTBURGRETIREMENTADVISORSFacebook-> https://m.facebook.com/CortburgIncTwitter-> https://twitter.com/CortburgIncLinkedIn->https://www.linkedin.com/in/miguelxgonzalez/Website: www.CortburgRetirement.comEmail:     Miguel@CortburgRetirement.com

Why 91% of Millionaires Own a Business (And You're Missing Out) with Garrett Gunderson  Jeff Dudan's free digital copy of his book What if the financial advice you've been following your whole life is actually keeping you broke? In this episode of the Unemployable Podcast, Jeff Dudan sits down with New York Times and Wall Street Journal bestselling author, comedian, and entrepreneur Garrett Gunderson - founder of Multiplier and author of 'What Would the Rockefellers Do?' and 'Killing Sacred Cows' - for a conversation that will completely rewire how you think about money, wealth, and retirement. Garrett shares why 91% of people worth $5 million or more own a business, how the Rockefeller Method can be started with just $50/month, and why the traditional retirement plan is setting most Americans up for failure. He breaks down the 4 I's costing entrepreneurs thousands every year (IRS, interest, investments, and insurance), explains the critical difference between financial independence and financial freedom, and reveals the tax-free business exit strategy most owners never hear about. You'll also hear Garrett's powerful philosophy on involving your kids in financial conversations, why diversification is often distraction in disguise, the truth about debt vs. equity, and how he went from losing two business partners in a plane crash to selling his company and filming a comedy special on Amazon Prime. Whether you're a first-generation business owner, a seasoned entrepreneur planning your exit, or someone questioning the conventional save-and-hope financial model, this episode delivers practical, contrarian, and often counterintuitive strategies for keeping more of what you make and building a life you don't want to retire from. Key Topics Covered: • Why business ownership is the #1 wealth vehicle • The Rockefeller Trust + Insurance Method explained • How to sell a business for up to $15M tax-free • The 4 I's: IRS, Interest, Investments, Insurance • Why saving can make you poorer (inflation math) • Good debt vs. bad debt - and why the distinction matters • Involving your children in financial education • The problem with venture capital and diversification • How Garrett built Multiplier after selling Wealth Factory • Stand-up comedy, Amazon Prime, and the Financial Roast  Homefront Brands: https://www.homefrontbrands.com  Jeff Dudan: https://www.jeffdudan.com  Guest: Garrett Gunderson Guest YouTube: https://www.youtube.com/@GarrettGundersonTV  Guest Website: https://garrettgunderson.com/  Guest Socials: https://www.instagram.com/garrettbgunderson/  DM Garrett the word 'Rockefeller' on Instagram @GarrettBGunderson to receive the audiobook of 'What Would the Rockefellers Do?' for free.  #GarrettGunderson #WealthBuilding #FinancialFreedom #BusinessOwner #RetirementPlanning #RockefellerMethod #Entrepreneur #TaxStrategy #UnemployablePodcast #JeffDudan Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Why 91% of Millionaires Own a Business (And You're Missing Out) with Garrett Gunderson  Jeff Dudan's free digital copy of his book What if the financial advice you've been following your whole life is actually keeping you broke? In this episode of the Unemployable Podcast, Jeff Dudan sits down with New York Times and Wall Street Journal bestselling author, comedian, and entrepreneur Garrett Gunderson - founder of Multiplier and author of 'What Would the Rockefellers Do?' and 'Killing Sacred Cows' - for a conversation that will completely rewire how you think about money, wealth, and retirement. Garrett shares why 91% of people worth $5 million or more own a business, how the Rockefeller Method can be started with just $50/month, and why the traditional retirement plan is setting most Americans up for failure. He breaks down the 4 I's costing entrepreneurs thousands every year (IRS, interest, investments, and insurance), explains the critical difference between financial independence and financial freedom, and reveals the tax-free business exit strategy most owners never hear about. You'll also hear Garrett's powerful philosophy on involving your kids in financial conversations, why diversification is often distraction in disguise, the truth about debt vs. equity, and how he went from losing two business partners in a plane crash to selling his company and filming a comedy special on Amazon Prime. Whether you're a first-generation business owner, a seasoned entrepreneur planning your exit, or someone questioning the conventional save-and-hope financial model, this episode delivers practical, contrarian, and often counterintuitive strategies for keeping more of what you make and building a life you don't want to retire from. Key Topics Covered: • Why business ownership is the #1 wealth vehicle • The Rockefeller Trust + Insurance Method explained • How to sell a business for up to $15M tax-free • The 4 I's: IRS, Interest, Investments, Insurance • Why saving can make you poorer (inflation math) • Good debt vs. bad debt - and why the distinction matters • Involving your children in financial education • The problem with venture capital and diversification • How Garrett built Multiplier after selling Wealth Factory • Stand-up comedy, Amazon Prime, and the Financial Roast  Homefront Brands: https://www.homefrontbrands.com  Jeff Dudan: https://www.jeffdudan.com  Guest: Garrett Gunderson Guest YouTube: https://www.youtube.com/@GarrettGundersonTV  Guest Website: https://garrettgunderson.com/  Guest Socials: https://www.instagram.com/garrettbgunderson/  DM Garrett the word 'Rockefeller' on Instagram @GarrettBGunderson to receive the audiobook of 'What Would the Rockefellers Do?' for free.  #GarrettGunderson #WealthBuilding #FinancialFreedom #BusinessOwner #RetirementPlanning #RockefellerMethod #Entrepreneur #TaxStrategy #UnemployablePodcast #JeffDudan Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Annuities are back in the spotlight—but are they solving a problem retirees can’t ignore? Kevin Madden breaks down why more advisors are rethinking retirement income strategies, focusing on cash flow, guaranteed income, and reducing reliance on market swings. The conversation explores how combining annuities with dividends and bonds can create stability, why emotional investing near retirement can derail plans, and how a written income plan helps organize “one big pile of money.” Kevin also highlights the impact of unexpected early retirement and why planning ahead can bring clarity to life after work. Get Your Complimentary Retirement Roadmap Your roadmap will include: A retirement income strategy A test to see how long your money will last A tax-planning strategy See omnystudio.com/listener for privacy information.

Tom and Don explore whether artificial intelligence is truly ready to replace financial advisors, sparked by a recent Wall Street Journal experiment using ChatGPT to build a long-term investment portfolio. They break down the AI-generated recommendations, highlighting both the surprisingly sensible use of low-cost index funds and the concerning inconsistencies, recency bias, and lack of academic factor tilts. Along the way, they discuss whether AI gives investors what they need or simply what they want, the future of fiduciary advice, and why human judgment still matters. Listener questions cover retirement planning basics, the foreign tax credit on international ETFs, cash “bucket” strategies in retirement, and why banks paying 0.01% on savings accounts still somehow get away with it.0:05 AI threatens financial advice jobs and why Don is oddly relieved to be old1:15 Product placement, affiliate marketing, and favorite AI assistants2:06 Wall Street Journal test of ChatGPT as a financial advisor3:24 AI portfolio recommendations: 80/20 allocation breakdown5:13 Concerns about cash, REITs, and taxable account inefficiencies6:16 Lack of value and small-cap tilts in AI-generated portfolios7:10 Same prompt produces different AI portfolio recommendations8:44 MIT professor says AI investing isn't “ready for prime time”9:50 AI personalization and the danger of confirmation bias11:09 Why AI is at least favoring low-cost indexing over active management12:14 How listeners can submit questions to the show12:51 Listener question: What actually goes into a financial plan?14:27 Retirement income planning basics and fixed income sources15:17 Using portfolios, home equity, and withdrawal strategies in retirement16:03 Estate planning, insurance, healthcare, and lifestyle considerations17:01 Why purpose and meaning matter in retirement planning19:17 Younger generations avoiding phone calls20:02 Foreign tax credits with VXUS, VT, AVGE, and AVGV22:33 How little foreign tax credits usually matter in practice23:36 Apple fandom, Cupertino, and Don's dead Apple TV dilemma25:35 Listener question about cash buckets and retirement withdrawals26:14 How much “safe money” retirees should keep available27:19 Why excessive cash drags long-term portfolio performance29:13 Bank savings accounts paying 0.01% APY31:17 Free fiduciary advisor meetings through TalkingRealMoney.com32:33 Tom's advancing age and the race to catch Stacking BenjaminsQuestions? Comments? Click!

What if your retirement plan isn’t about stopping work at all? This episode with Damon Roberts & Matt Deaton explores why more people are choosing to keep working, how flexibility changes financial decisions, and the hidden pitfalls of Social Security timing and healthcare costs. It also tackles misinformation, scams, and the importance of building a strategy you can actually trust. For more information or to schedule a consultation, call 480-680-6868 or visit www.successinthenewretirement.com! Follow us on social media: Facebook | LinkedInSee omnystudio.com/listener for privacy information.

What if retirement isn’t something you stop—but something you redefine? This episode with Jackie Campbell explores why many hesitate to retire, how to “test drive” retirement, and the importance of clarity, direction, and income planning. It also examines lifestyle expectations and how preparation impacts confidence. For more information or to schedule a consultation call 352-251-1015 or visit www.mycampbellandco.com! Follow us on social media: Facebook | YouTube | X | InstagramSee omnystudio.com/listener for privacy information.

Tom and Don tackle one of retirement planning's most misunderstood tools: reverse mortgages. Using the analogy of “selling your house in slow motion,” they explain how modern HECM reverse mortgages work, why they've become more regulated and potentially more useful, and why they may deserve consideration for retirees who are house-rich but cash-poor. The duo breaks down the real costs, the cash-flow benefits of eliminating a mortgage payment, and the tradeoffs between preserving home equity and improving retirement security. Listener questions cover the differences between money market funds and bond funds like Vanguard Total Bond Market ETF, ETF versus mutual fund fees, and another spirited debate over Bitcoin and whether it truly has intrinsic value.0:05 “Money in slow motion” and the reverse mortgage analogy1:48 Why reverse mortgages still have a terrible reputation2:33 America's massive home equity and retirement savings comparison4:34 Celebrity reverse mortgage spokespeople and the “wild west” era6:11 How modern HECM reverse mortgages actually work7:14 Reverse mortgage costs, fees, and borrowing limits by age9:06 Real-world example of accessing equity from a million-dollar home10:25 Why reverse mortgages still feel like a last resort11:13 The biggest hidden benefit: eliminating mortgage payments12:17 The compounding impact of reverse mortgage interest13:24 Shockingly low retirement savings statistics in America15:10 Would Tom or Don personally use a reverse mortgage?17:05 Listener question: money market funds vs. bond funds21:10 ETF versus mutual fund fees and whether ETFs are worth it25:10 Listener pushes back on Don and Tom's Bitcoin skepticism26:58 Military testimony, blockchain hype, and Bitcoin promotion30:39 Final thoughts on crypto evangelism and speculative investingQuestions? Comments? Click!

In this Episode of the Secure Your Retirement Podcast, Radon and Murs discuss the often-confusing world of taxes on sale of home and how different tax rules apply when selling your home versus selling rental property investments. Joined by Director of Financial Planning and Tax Strategist Taylor Wolverton, the conversation breaks down capital gains tax explained in a simple and practical way so retirees and pre-retirees can better understand how home sale taxes may impact their financial future. Whether you are downsizing, relocating, or considering selling rental property as part of your retirement planning strategy, this episode highlights the importance of understanding real estate taxes before making a major financial move.Listen in to learn about home sale exclusion rules, depreciation recapture, capital improvements, and how Tax on home sale calculations can dramatically affect your retirement income and long-term financial security. Taylor explains how proper tax planning retirement strategies can help reduce unnecessary taxes and support your goals for retiring comfortably and helping to secure your retirement. If you are focused on financial planning for retirement, creating a retirement checklist, or trying to plan for retirement with confidence, this episode offers valuable insights into Retirement Planning and planning retirement around real estate decisions.In this episode, find out:How the IRS determines whether a property qualifies for the home sale exclusionThe difference between home sale taxes for a primary residence versus Rental property taxesWhy Capital improvements can help reduce your Capital gains tax when selling your homeHow Depreciation recapture works when selling rental propertyImportant Retirement tax planning strategies to consider before selling real estate in RetirementTweetable Quotes:“The IRS allows married couples filing jointly to exclude up to $500,000 of gain when selling a primary home if they meet the ownership and use tests.” — Radon Stancil“Depreciation on rental property is a tremendous tax benefit while you own the property, but many people forget about depreciation recapture when they sell.” — Taylor WolvertonResources:If you are in or nearing retirement and you want to gain clarity on what questions you should be asking, learn what the biggest retirement myths are, and identify what you can do to achieve peace of mind for your retirement, get started today by requesting our complimentary video course, Four Steps to Secure Your Retirement!To access the course, simply visit POMWealth.net/podcast.

Don and Tom explore one of retirement's biggest emotional and financial questions: where should you actually live once work winds down? They discuss the hidden realities behind “low-tax” retirement states, including insurance costs, healthcare expenses, weather extremes, and the importance of family and community. The episode also features listener questions on retirement cash management, why annuities often create more problems than solutions, retirement savings strategies for LLC owners, and the ultra-wealthy “buy, borrow, die” strategy using securities-backed lines of credit.0:05 Retirement dreams and deciding where to live1:49 The myth of “low-tax” retirement states3:18 Washington taxes, Jeff Bezos, and Wyoming winters4:27 Florida's hidden costs and brutal summers6:04 Insurance shocks, pension taxes, and state tax surprises8:04 Property taxes, sales taxes, and healthcare costs10:12 Why family and community matter more than taxes11:38 Florida thunderstorms and surviving the humidity12:40 Comparing total living costs before relocating13:52 Aging in place and the rising demand for one-story homes15:34 Listener question: What to do with $192,000 sitting in checking18:52 Why liquid savings may beat annuities near retirement22:15 Delaying 401(k) withdrawals and retirement flexibility24:47 LLC profits and retirement contribution limitations28:06 “Buy, borrow, die” and securities-backed lines of credit33:19 The risks of borrowing against investments34:05 Free fiduciary advice versus commissioned sales pitchesQuestions? Comments? Click!

Roger Whitney continues the decluttering series by exploring the opportunities that come from simplifying your life, finances, and relationships. He explains how reducing complexity can create more mental space, clarity, and confidence in retirement while also making it easier to focus on what matters most. Along the way, Roger dives into the origins and limitations of risk tolerance questionnaires, discusses how retirees can structure portfolios around purpose rather than arbitrary scores, and answers listener questions on donor-advised funds and Social Security survivor benefits. The episode wraps with practical reflections on decluttering digital inputs and defining your personal motivation for simplifying your life.OUTLINE OF THIS EPISODE OF THE RETIREMENT ANSWER MAN(00:00) Roger explains how decluttering helps reclaim your attention in a world competing for your focus.(01:37) Roger previews week two of the decluttering series and introduces the themes of opportunity, risk tolerance, and listener questions.ROCKIN' RETIREMENT IN THE WILD(02:07) Rick shares how he's enjoyed five years of retirement without feeling pressure to chase a larger “purpose,” instead embracing freedom, reading, and travel after leaving behind a stressful corporate career.RETIREMENT TOOLKIT(03:30) Roger responds to a listener's question about how risk tolerance should fit into a three-bucket retirement strategy. (11:15) He outlines why retirement planning should focus on building allocations from the ground up based on purpose and time horizon.PRACTICAL PLANNING SEGMENT(18:03) Roger explores the opportunities created by decluttering your things, including reducing overwhelm, maintenance, and future burdens on loved ones.(20:53) He discusses how simplifying finances can increase clarity, reduce anxiety, and create greater confidence in retirement.(24:25) Roger explains how decluttering relationships and obligations can create space for more intentional connections.(25:33) He highlights the importance of reducing digital and news clutter to protect your attention and mental bandwidth.LISTENER QUESTIONS(28:28) Roger explains how donor-advised funds can help simplify a cluttered brokerage account while improving tax efficiency for charitable giving.(33:00) He answers a widower's question about Social Security survivor benefits, timing strategies, and earnings test considerations.SMART SPRINT(36:00) Write down four or five benefits you hope to gain from decluttering your things, finances, relationships, or digital life to help stay motivated through the process.CLOSING THOUGHTS(38:20) Roger congratulates our podcast editor, Graham, on graduating from Baylor University.REFERENCESSubmit a Question for RogerSign up for The NoodleNote: The opinions expressed are for informational purposes only and should not replace personalized advice from licensed professionals.