Financial Quarterback Josh Jalinski

What do today's tax policies really mean for the future of Social Security and retirement? Economist Teresa Ghilarducci joins Josh to break down a wave of new proposals, including the Trump-backed MAGA accounts and tax cuts on tips and Social Security income. Together, they dig into what these changes signal for long-term economic stability, especially for working families and retirees. The two cover the unraveling crisis in long-term care, the decline of sustainable retirement plans, and how Medicaid struggles to fill the gaps. Teresa shares her perspective on the shift away from defined benefit pensions, the rise of 401ks, and why America's aging population demands a new approach to policy. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going. For more on Teresa's work, visit her faculty page at The New School and explore her research at the Schwartz Center for Economic Policy Analysis.

What happens when you stop thinking nationally and start thinking globally? Josh sits down with legendary investor and bestselling author Doug Casey for a conversation that spans borders, currencies, and ideologies. Doug shares his journey from early investment risk-taker to global citizen, offering sharp takes on the future of bitcoin, the real value of gold and uranium, and how to think clearly in times of political and financial chaos. He challenges conventional wisdom on education, warns of creeping government overreach, and makes the case for why your passport might be your most important financial tool. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going! Check out more of Doug's work at Internationalman.com and listen to Doug Casey's Take wherever you get your podcasts.

What does it take to walk away from the NFL on your own terms, financially and personally? Josh sits down with former NFL safety Glover Quin for a wide-ranging conversation about football, money, and building a life after the league. From growing up in Mississippi to leading the Detroit Lions defense, Glover shares the mindset that helped him live on just 30% of his NFL salary, invest wisely, and avoid the financial pitfalls that trap so many athletes. They talk about the emotional toll of retirement, the power of long-term planning, and what it means to find purpose beyond the game. Glover opens up about the strategies that worked, the ones that didn't, and how he's redefining success as an entrepreneur and family man. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going! Explore Glover Quin's framing work at gqframes.com, and follow them on Instagram @gqframes.

What's really eating away at your Social Security check? In this live radio show, Josh breaks down how Social Security gets taxed, why so many retirees get caught off guard, and what you can do to protect your income. He explains the history of the program, the rise of stealth taxes, and how proposed policies could reshape your retirement. Along the way, callers weigh in with questions about Roth conversions, annuities, bitcoin, and more, giving Josh a chance to connect the dots between retirement strategy and real financial concerns. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

What are the rules that separate financial stability from chaos? Josh breaks down 13 guiding principles that help shape stronger habits, smarter decisions, and a more durable approach to money. It's about clarity, consistency, and knowing which rules actually matter. Then in Extra Points, Josh weighs in on Mississippi's push to eliminate state income tax and what that move could mean for your planning. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

What can the fall of a sporting goods giant teach us about the future of retail? In part two of the e-commerce series, Josh takes on the case of Modell's and how digital disruption and changing consumer habits reshaped the sporting goods industry. He looks at how companies like Nike pulled ahead by doubling down on digital access and rethinking the in-store experience. Josh also explores how younger shoppers are driving new expectations around convenience, personalization, and tech integration. From augmented reality and voice commerce to automation and blockchain, this episode unpacks the innovations shaping what comes next for retail. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

What happens when business, media, and sports collide? Josh sits down with Joe Favorito, one of the most respected voices in sports communications, to break down how the business of sports is evolving and what's really driving the money behind the games. With decades of experience at the Knicks, WTA, and USTA, Joe brings insight into how organizations build fan loyalty, navigate private equity pressure, and balance financial success with community connection. From NIL deals and athlete financial literacy to the rising cost of live games and the growing momentum around niche sports, Joe shares how storytelling, strategy, and smart positioning are shaping the future. He and Josh explore how technology is changing the way we watch, where the investment opportunities are, and what it takes to build something that lasts. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going! Check out Joe Favorito's work:

What happens when convenience overtakes connection? Josh explores the explosive rise of e-commerce and what it means for small businesses trying to keep up. From the early days of online shopping to today's mobile and AI-driven landscape, he breaks down how consumer habits have shifted and why the in-person experience still holds value. He digs into the pressure facing local retailers, the lasting impact of the pandemic on shopping behavior, and how hybrid models are changing the future of commerce, offering new ways to compete without losing the personal touch that matters most. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

What if the real path to wealth isn't flashy, fast, or found online? Josh breaks down why true wealth is built through time, discipline, and patience, not viral hacks or high-risk bets. He explores how compound growth works over decades, why emotional control matters more than market timing, and what it really means to be wealthy beyond just a number in your bank account. Josh shares lessons from his own experience as an advisor, revealing how conservative investing, diversification, and financial protection form the backbone of real, lasting success. From avoiding lifestyle creep to redefining wealth as time and emotional freedom, this episode pushes back against the noise and gets to the heart of what building wealth actually looks like. Then in 'Extra Points,' Josh reacts to the growing student loan debt crisis, highlighting how rising balances and broken promises around forgiveness are reshaping the financial futures of millions. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

Josh kicks off the live show with a breakdown of the latest market headlines, from tariff tensions to shaky investor sentiment, and shares why staying balanced in both mindset and portfolio choices is key during times of volatility. He explains how to keep perspective when the market gets noisy and why a steady approach often outperforms reactive moves. Listeners call in with questions about the role of gold and silver during inflation, how to handle 401(k) transfers, when to use annuities, and whether Roth or traditional IRAs make more sense right now. Later in the show, Josh draws a parallel between smart investing and the NFL draft, showing how preparation and long-term thinking lead to better results. Original Air Date: April 26, 2025 Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

What makes the Roth IRA one of the most powerful tools in personal finance? Josh breaks it all down, explaining how this tax-advantaged account can help build lasting wealth, avoid future tax hikes, and give you more control over your money. He walks through the key rules—like income limits, tax-free withdrawal qualifications, and the five-year rule—so you can understand exactly how to use a Roth IRA to your advantage. Josh also explains strategies like the Backdoor Roth for high earners, and how investing in high-growth assets within a Roth can supercharge long-term gains. The Roth IRA might just be your financial Swiss Army knife after listening to this one. Then in 'Extra Points,' Josh reacts to Elon Musk's bold move to integrate X with X AI, breaking down what this private deal could mean for the future of media, AI, and investment strategy. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

What do Jeffrey Epstein, private equity-owned insurance, and AI have in common? Josh sits down with bestselling author, co-founder of the media company Puck, and financial journalist William D. Cohan to unpack the forces shaping today's financial landscape. Bill breaks down the rise of Apollo Global Management, its connections to controversial figures, and the risks that come with firms like Athene controlling massive swaths of retirement assets. They dig into the structural flaws in private equity-backed insurers, the dangers of borrowing short and lending long, and how rising interest rates could expose cracks in the system. Josh and Bill also explore how AI is reshaping investment banking and journalism, and why the debate over intellectual property, automation, and job security is just getting started. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going! Check out Bill Cohan's work: Power Failure: The Rise and Fall of an American Icon – Buy the book Puck – puck.news

Are the markets flashing warning signs or presenting rare opportunities? Josh kicks off the show with a deep dive into the latest market turmoil, breaking down how volatility, interest rates, and global headlines are shaking investor confidence. He explores the power of strategic and tactical diversification, the importance of time in the market, and why even bear sentiment can point toward future gains. Callers weigh in with questions on everything from recession-proof investments and 401(k) loans to the real value of bonds, annuities, and long-term planning. Josh also shares quick takes on China trade tensions, financial anxiety, and even the economics behind pop culture and politics. Original Air Date: April 19th, 2025 Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

​Did Jerome Powell just shift the economic narrative? Josh reacts in real time to Powell's April 15 remarks at the Economic Club of Chicago, breaking down his comments on inflation, tariffs, and the growing risks in private credit markets. He questions whether Powell's outlook reflects neutral policy or political influence, especially in light of ongoing tension with former President Trump.​ Josh contrasts Powell's inflation concerns with falling prices in areas like oil and groceries, challenges the Fed's stance on tariffs, and examines the potential impact of unregulated private lending on future market stability. He also explores the growing friction between Powell and Trump, and what that could mean for future policy.​ Audio sourced from Powell's April 15, 2025 speech at the Economic Club of Chicago: https://www.federalreserve.gov/newsevents/speech/powell20250416a.htm ​ Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

Are baseball stats the secret to smarter investing? Josh steps up to the plate with a fresh, fun take on personal finance through the lens of America's favorite pastime. From on-base percentage to wins above replacement, he draws comparisons between your favorite stats and core financial strategies. Whether it's knowing when to swing big or play it safe, Josh shows how the logic behind baseball's most trusted numbers can help guide your money moves. Then in 'Extra Points,' Josh unpacks what it means when private equity firms start buying stakes in your favorite team, like the recent move with the San Francisco Giants Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

Is playing financial defense smarter than chasing big returns? Josh welcomes Curtis May, creator of Practical Wealth Advisors and host of the Practical Wealth Show, to explore why protecting assets and mastering financial fundamentals matter more than flashy investment tactics. They dive into Curtis's contrarian philosophy, challenging mainstream ideas like "buy term and invest the difference," and discuss how continuous education and clear financial principles help investors avoid costly mistakes. Josh and Curtis also talk through the power of plugging financial leaks, the value of liquidity, and why investing in your own knowledge is the foundation for lasting wealth. Drawing inspiration from events like the Infinite Banking Think Tank, they unpack practical strategies designed to help fortify your financial future. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going! Check out Curtis May: Website: practicalwealthadvisors.com Podcast: The Practical Wealth Show

How much should the Tooth Fairy leave under the pillow in 2025, and what does that tell us about the state of the economy? Josh dives into how inflation is creeping into even the smallest corners of American life, including the Tooth Fairy's wallet. He breaks down the latest data on falling Tooth Fairy payouts, what it says about inflation, and how parents can turn these moments into financial lessons for their kids. Plus, he shares tips on using allowances to teach responsibility without letting kids fall into bad money habits. Then in 'Extra Points,' Josh weighs in on Southwest Airlines shaking up their free bag and open seating policy and how it could hit your travel budget. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

Is your financial plan more complicated than it needs to be? Josh sits down with Jon Luskin, CFP and board member at the John Bogle Center for Financial Literacy, to unpack why simplicity might be the most overlooked strategy in personal finance. Known for helping DIY investors cut through the noise, Jon shares why single-fund solutions like target date and balanced funds can go further than bloated portfolios filled with unnecessary holdings. They cover the foundations of smart financial planning, from term life and disability insurance to revocable living trusts and emergency letters. Jon explains how to protect yourself with the right insurance, how to avoid overthinking your portfolio, and why simplicity doesn't mean sacrificing results. It means staying focused on what really matters. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

Why are eggs still so expensive—and will prices ever go back down? Josh breaks down why everyday goods like eggs, gas, and groceries cost so much more today. He looks at the real drivers behind inflation and how it's hitting your wallet in ways you might not expect. Plus, Josh plays a round of "The Price Ain't Right," comparing what key items cost in 1980 versus today to show just how far your dollar stretches. Then in 'Extra Points,' Josh weighs in on the state of tipping culture in America and how it's adding to inflation pressures at the checkout counter. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

How do you build a retirement that's financially secure and personally fulfilling? Josh sits down with retirement expert Fritz Gilbert, founder of The Retirement Manifesto and author of Keys to a Successful Retirement, to break down the financial and emotional side of life after work. Fritz shares his own journey from corporate America to an early retirement in the Appalachian Mountains, where he now writes, volunteers, and helps others navigate the transition. He and Josh dive into strategies for managing market downturns, the importance of a diversified withdrawal plan, and why so many retirees underspend out of fear. They also tackle the psychology of retirement: how to stay engaged, find purpose, and avoid the common traps that can lead to financial and emotional stress. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

Are pensions a relic of the past? Josh dives into the rapid decline of pensions and what it means for retirement planning today. With companies slashing pension plans to cut costs and boost stock prices, workers are now forced to rely on 401(k)s and other personal savings. Josh breaks down why pensions are disappearing, the challenges facing public sector plans, and how retirees can build their own steady income streams. From annuities to dividend stocks and bonds, he explores ways to replace the security pensions once provided. Then in 'Extra Points,' Josh looks at the Boeing strike over pensions and what it reveals about the future of retirement benefits. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

What does it take to stay financially grounded when everything feels uncertain? In this live radio episode, Josh breaks down how to plan smart in the face of inflation, market swings, and government waste. He covers the rise in 401k millionaires, red flags in Medicare Advantage plans, and the latest shifts in crypto and gold ETFs. He also touches on Tesla's recent headlines and what they mean for your portfolio. Later in the show, Josh takes live caller questions on CPA red flags, IRS audits, car lease sticker shock, hybrid vehicle decisions, and Social Security updates. Original Air Date: March 1, 2025 Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

Should you lock your assets away in an irrevocable trust, or keep things flexible with a revocable one? Josh breaks down revocable vs. irrevocable trusts, showing how they impact taxes, inheritance, and asset protection. He lays out pros, cons, and real-world uses of these estate planning tools. From avoiding probate to shielding wealth from taxes and creditors, he gets into the strategies that can help keep your money where you want it, without unnecessary complications. Then in Extra Points, Josh takes a look at Rupert Murdoch's family trust and the good and bad in how the media mogul structured his empire for the next generation. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

What happens when the biggest financial bubble in history finally bursts? Josh sits down with economist and bestselling author Harry Dent to break down his latest predictions for a massive market downturn between 2025 and 2027. Dent explains why recessions aren't just inevitable, they're necessary. They dive into the consequences of runaway debt, the real state of the stock and real estate markets, and why failing businesses need to collapse for true innovation to thrive. Dent also shares his thoughts on how millennials might eventually fuel the next economic boom, but only if the system gets the reset it needs. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

Is wedding bliss really about love, or is it about money too? Josh breaks down what couples need to know about merging finances, from joint accounts to budgeting, and why money fights are one of the biggest reasons marriages fail. He dives into financial transparency, the do's and don'ts of managing money together, and how to avoid the biggest mistakes couples make. Then in 'Extra Points,' Josh shares some of the wildest stories of couples battling over money, from secret credit cards to full-blown financial betrayals. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

How do you raise financially responsible kids when schools barely teach them about money? Josh explores this with Bobbi Rebell, CFP®, founder of Financial Wellness Strategies and bestselling author of Launching Financial Grownups. Bobbi shares her journey from New York finance pro to Florida-based financial educator, and why she's so passionate about helping parents teach real-world money skills at home. She and Josh dig into the challenges young adults face today, from soaring housing costs to credit score confusion, and why so many are struggling to gain financial independence. They also talk about how parents can guide without enabling, balancing support with teaching self-sufficiency, and give practical strategies for handling money talks at home, aligning financial values between spouses, and preparing the next generation for success. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

What does Social Security really look like heading into 2025? Josh breaks down the financial strain facing the system, what Congress might do to fix it (or not), and what it all means for retirees trying to plan ahead. He breaks down how political gridlock, inflation, and shifting demographics are all putting pressure on the system, and shares strategies for making the most of your benefits, why delaying might make sense, and how small business owners could get caught in the crossfire of future reforms. Then in 'Extra Points,' Josh finally watches The Godfather for the first time, and the crew gets into it—what he loved, what surprised him, and whether it really lives up to all the hype. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

What's really happening with private equity, and why does it matter for your retirement? Josh sits down with bestselling author and financial truth-teller Barry Dyke to unravel the hidden risks behind private equity firms taking over public assets, insurance companies, and even your retirement savings. Barry breaks down how firms like BlackRock are chasing profits through private equity deals, despite suffering massive losses like their $600 million flop with Altrity. Josh & Barry then get into how this profit-first mentality leaves regular investors exposed to unnecessary risks — and why Barry believes annuities could actually help fix America's broken retirement system. The two lay out how other countries have built better retirements, why transparency matters more than ever, and why your financial security should never depend on Wall Street's appetite for risky bets. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

Is the stock market a bubble waiting to pop? Josh sits down with renowned economist Steve Hanke, a professor of applied economics at Johns Hopkins University and an expert in currency trading and financial policy. Hanke shares his take on why the market is overbought, overpriced, and overhyped, offering insights into contrarian strategies like sentiment-based gold trading. Josh and Steve also discuss the inefficiencies of government spending, the lasting economic damage of COVID lockdowns, and why Hanke is firmly against tariffs. The two also breaks down the role of commercial banks in money creation and previews his upcoming book, Making Money Work. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

Are government spending plans helping or hurting your wallet? In this live radio episode, Josh takes calls from listeners on everything from estate planning and tax strategies to the latest economic policies shaping personal finances. The conversation covers Warren Buffett's estate planning philosophy, the tax advantages of ETFs over mutual funds, and the debate over DEI initiatives in corporate America. Listeners call in with questions about financial compatibility in marriage, whether prenups make sense, and how AI is shifting the job market. The episode also digs into government spending proposals, mortgage decisions, and what tax changes could mean for investments. Original Air date: February 22, 2025 Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

Where is your tax money really going? Josh digs into the latest revelations about government spending, from nonprofit funding to media influence, and what it all means for the economy and taxpayers. With political spending ramping up, he breaks down the financial impact and whether federal oversight is keeping up. Then in Extra Points, X's AI chatbot, Grok, takes some shots at the show—because apparently, even artificial intelligence has opinions. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

What's really going on with the economy today? In this live radio episode, Josh takes caller questions on everything from market volatility to tax strategies, breaking down what's really happening in the current markets. With inflation, interest rates, and tariffs making headlines, he offers his unfiltered take on how these policies could shake up portfolios and financial plans. Callers also ask questions about annuities, Social Security planning, and how to build a stable retirement income. Josh also dives into government inefficiencies, BlackRock CEO pay, and whether Bitcoin holds up in a world of central bank digital currencies. Air Date: February 15th, 2025 Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

Are tariffs the key to reviving American industry or just another tax in disguise? Josh dives into Trump's latest proposed tariffs, weighing their impact on the economy, inflation, and everyday Americans. With off-the-cuff analysis, he explores whether protectionist policies can truly boost U.S. businesses or if free trade is still king. Along the way, he breaks down the history of tariffs, their role in global trade, and why some believe they could replace income taxes altogether. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

Is your financial plan working for you, or are you just chasing returns? Josh sits down with financial advisor George Cisneros to break down a different approach—one built on stewardship, multi-generational synergy, and maximizing the velocity of money. He shares his journey from growing up in a Wall Street-area restaurant family to becoming a financial advisor, offering a fresh perspective on wealth beyond just accumulation. Josh & George discuss how traditional financial planning often falls short, why projections can lead people astray, and how coordinating advisors can unlock greater financial potential. They dive into the challenges of generational wealth transfer, the power of real estate-centric planning, and why most people are unknowingly limiting their own financial future. Plus, a conversation on faith and finance—how stewardship and generosity aren't just principles but key strategies for long-term success. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

How do you turn your retirement savings into a steady paycheck? Josh guides us through the shift from building wealth to making it last. From dynamic withdrawal strategies to tax-smart income planning, he lays out how inflation, healthcare costs, and market volatility can impact your financial future—and what you can do to stay protected. Then in 'Extra Points,' Josh answers a listener question about navigating retirement with limited savings. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

Are you making costly mistakes with your IRA? Josh revisits a conversation with Ed Slott, one of the country's top IRA and retirement tax experts. Known as America's IRA Expert, Ed has built a career helping people avoid costly tax mistakes when managing their retirement savings. With retirement planning constantly evolving, his insights remain as relevant today as ever, especially with ongoing tax policy debates and the increasing importance of Roth IRAs. Josh and Ed break down the tax traps hiding in traditional retirement accounts, why Roth IRAs can be a game-changer, and how permanent life insurance might be the most underrated financial tool in retirement planning. They also touch on real-world examples—like Peter Thiel's massive Roth IRA—showing just how powerful tax-free strategies can be when used correctly. Original Air Date: September 4th, 2021 Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. If you're enjoying the show, leave a 5-star rating and drop a review—it helps keep the game going!

Annuities—love them or hate them, they're everywhere in retirement planning. Josh breaks down exactly what annuities are, how they work, and whether they actually make sense for your financial future. From fixed to variable to indexed annuities, he covers the different types, how insurance companies use them, and the key factors to watch out for—like fees, surrender charges, and payout structures. He also digs into why annuities can feel like a pension and whether they're the right fit for retirement security or just another sales pitch. Then in 'Extra Points,' Josh looks at the classic lottery winner dilemma—should you take the lump sum or the annuity payout? He lays out the numbers, the risks, and why the right choice depends on more than just the jackpot size. Can't get enough of The Financial Quarterback? Click ‘Subscribe' so you never miss a play. Loving the show? Drop a 5-star rating and leave a review—your feedback fuels the game plan!

What happens when politics and economics collide? Josh sits down with Charles Wheelan, economist, Dartmouth professor, and author of the best-selling Naked Economics series, to explore the financial and political forces shaping our world. From ranked choice voting to the realities of inflation, global risks, and government spending, Charles breaks down why these issues matter and how they affect everything from your investments to your daily life. Josh and Charles get into the push for political reform, the challenges of balancing capitalism and democracy, and why some economic myths just won't die. They also take a detour into Charles' experiences traveling the world, how different cultures handle money, and what his time in the Amazon taught him about life and economics. Can't get enough of The Financial Quarterback? Click 'Subscribe' to never miss a play. New episodes touchdown right here! Loving the playbook? Drop us a 5-star rating and share your thoughts in a review. Your feedback fuels the game plan!

How can small business owners make the most of their tax deductions? Josh continues with his small business tax series, focusing on the crucial topic of deductions and the mistakes entrepreneurs need to avoid. From home office write-offs to maximizing tax credits, he unpacks strategies to help reduce taxable income while staying compliant. Josh also highlights the importance of accurate record-keeping and shares practical tips to simplify tax prep and sidestep common errors. Then in 'Extra Points,' the team discusses Taylor Swift's Eras Tour and its surprising impact on small businesses, sparking a debate about the intersection of culture and commerce. Can't get enough of The Financial Quarterback? Click ‘Follow' to stay in the game with every new episode. Loving the show? Drop us a 5-star rating and let us know what you think—it's your feedback that fuels the playbook!

What's your best defense against the IRS? Josh brings back renowned tax litigation expert Dan Pilla to uncover strategies for navigating today's complex tax landscape. As the head of Pilla Tax and author of 14 books on tax-related issues, Dan shares his decades of experience fighting and winning cases against the IRS. Together, they dive into expiring provisions of the Tax Cuts and Jobs Act, rising IRS audits, and how small business owners and individuals can protect themselves with proper documentation and smart planning. Josh and Dan break down home office and mileage deductions, year-end tax-saving strategies, and common pitfalls that could trigger IRS scrutiny. They also explore how to navigate disputes with the IRS, from wage levies to appeals, and the importance of staying proactive with your tax strategy. Can't get enough of The Financial Quarterback? Click 'Subscribe' to never miss a play. Loving the show? Drop us a 5-star rating and share your thoughts in a review. Your feedback fuels the game plan!

How should small business owners navigate the maze of taxes? It's tax prep month on The Financial Quarterback Podcast, and Josh begins by laying out the groundwork for small business tax management. From picking the right structure—LLC or S Corp—to the critical role of keeping accurate records, he unpacks what entrepreneurs need to know before deductions and strategies take center stage in the next episode. Along the way, Josh explores key tax categories like income and self-employment taxes and emphasizes the value of hiring a trustworthy financial team to avoid costly mistakes. Then in 'Extra Points,' Josh shares his thoughts on Netflix's decision to build a $900 million studio in New Jersey. What does this mean for small businesses in the area? And how do these massive tax breaks stack up against what everyday entrepreneurs face? Can't get enough of the Financial Quarterback? Click 'Subscribe' to never miss a play. New episodes touchdown right here! Loving the playbook? Drop us a 5-star rating and share your thoughts in a review. Your feedback fuels the game plan!

What's the cost of procrastinating on your taxes? Josh explores this with CPA, attorney, and financial strategist Mark J. Kohler, host of The Main Street Business Podcast. Known for helping entrepreneurs and families navigate tax, legal, and wealth-building strategies, Mark breaks down actionable tips like leveraging S Corporations, family board meetings, and Roth IRAs for kids, while sharing his expertise on year-end tax moves and financial planning essentials. Together, Josh and Mark dig into why S Corporations can be a game-changer for cutting self-employment taxes, how to turn family board meetings into tax deductions, and ways to use Roth IRAs for your kids to save now and build their financial future. The two also cover year-end moves like buying vehicles or equipment for bonus depreciation, leveraging HSAs for tax benefits, and making sense of crypto taxation as it continues to evolve. Check out more from Mark Kohler on his website and his educational platform for small business owners. Can't get enough of The Financial Quarterback? Click 'Subscribe' to never miss a play. Loving the playbook? Drop us a 5-star rating and share your thoughts in a review. Your feedback fuels the game plan!