Episodes
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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
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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.
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Episodes manquant?
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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.
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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.
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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.
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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.
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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.
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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.
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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
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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.
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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
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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.
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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.
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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.
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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
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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.
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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.
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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.
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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.
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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?
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