Financial Quarterback Josh Jalinski

Why do intelligent, successful people make costly financial mistakes? This week on The Financial Quarterback radio show, Josh sits down with Certified Financial Planner and Certified Financial Therapist Bobbi Rebell for a fascinating conversation about the emotional side of money. From panic-selling during market downturns to overspending, relationship dynamics, and retirement expectations, they explore why our financial decisions are often driven more by psychology than logic. The discussion also dives into the growing field of financial therapy, why knowledge alone doesn't create good financial outcomes, and how understanding your own money behaviors can lead to better long-term results. Josh also examines what celebrity relationships and high-profile prenups can teach everyday families about protecting wealth, planning ahead, and making financial decisions without letting emotions take over. Whether you're preparing for retirement, managing family finances, or simply trying to become a more disciplined investor, this episode offers practical insights that can help you build a stronger financial future. Topics Covered: Why financial success is often more about behavior than math How fear and pride can lead even experienced investors to make costly mistakes What financial therapy is—and how it helps people make better money decisions Why many retirees need to adjust expectations instead of taking excessive investment risk The psychology behind financial infidelity and hidden money behaviors Lessons from a high-profile celebrity marriage on prenups, trust, and protecting family wealth How emotions shape investing, spending, and long-term financial planning Practical ways to make smarter financial decisions regardless of market conditions 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!

Taylor Swift and Travis Kelce may dominate the headlines, but the bigger story isn't celebrity, it's financial planning. Josh explains why prenups aren't just about divorce, but about protecting businesses, inheritances, retirement savings, and future wealth. The conversation expands into estate planning, joint finances, and why every couple should have honest money conversations long before walking down the aisle. Whether you're getting married, already married, or planning your legacy, this episode offers practical lessons that can help protect the people you love. 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!

Saturday July 4, 2026 - Radio Show What should you be reviewing halfway through the year to keep your retirement plan on track? Could artificial intelligence be creating the next dot-com investing bubble? And after spending decades building wealth, is it actually possible to save too much? On this week's episode of The Financial Quarterback radio show, Josh Jalinski tackles some of today's biggest financial questions, from conducting a mid-year financial checkup to understanding how government debt and inflation affect your everyday life. He also explores whether investors are getting caught up in AI hype, draws lessons from the dot-com era, and explains why one of the biggest retirement risks may not be running out of money, but never giving yourself permission to enjoy it. Whether you're preparing for retirement, managing investments, or simply looking to make smarter financial decisions, this episode is packed with practical strategies to help you build a more coordinated financial plan that's designed to withstand whatever the economy throws your way. Topics Covered: Your 7-point mid-year financial checkup and why July is the perfect time to review your plan How portfolio drift can quietly increase your investment risk Tax planning opportunities that disappear if you wait until tax season Retirement savings, beneficiary updates, estate planning, and other life changes that should trigger a financial review Why government debt matters, and how it impacts inflation, interest rates, taxes, and your purchasing power Why Josh calls inflation the "stealth tax" and who it hurts the most The AI investing boom: Are we witnessing the next dot-com bubble? What investors can learn from the winners and losers of the internet revolution How to participate in AI without letting fear of missing out derail your investment strategy Why diversification still matters in a world obsessed with artificial intelligence The surprising retirement risk of dying with too much money How to balance financial security with actually enjoying the wealth you've worked so hard to build Why coordinated planning—investments, taxes, retirement income, estate planning, and risk management—is the foundation of a Legendary Retirement Game Plan 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!

Artificial intelligence is changing the world, but does that automatically make AI stocks great investments? In this episode, Josh explores the similarities between today's AI boom and the dot-com era, explaining why transformative technology doesn't always translate into strong investment returns. Learn how to avoid FOMO, why diversification still matters, and how to participate in AI's long-term potential without putting your retirement at unnecessary risk. 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!

If something unexpected happened tomorrow, would your family know where to find your financial accounts, insurance policies, estate documents, or even how to pay the bills? In this episode, Josh explains why every household needs a family financial playbook: a simple but powerful tool that can help loved ones avoid confusion, reduce stress, and stay organized during life's most difficult moments. Learn what information to include, the common mistakes families make, and how a little preparation today can provide invaluable peace of mind tomorrow. 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!

Retiring without a spouse comes with a unique set of financial challenges. In this episode, Josh discusses why single retirees need a different approach to Social Security, taxes, healthcare, housing, and retirement income planning. Whether you're single, divorced, widowed, or planning ahead, learn how to build a strategy designed to help you retire with confidence and independence. 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!

The headlines may say the economy is strong, but many Americans don't feel financially secure. In this episode, Josh explores why financial pessimism is rising despite low unemployment and resilient markets. He breaks down the growing gap between economic data and everyday reality, the impact of inflation, debt, and uncertainty, and why financial confidence isn't determined by what's happening in the economy, it's determined by whether you have a plan. Learn how a coordinated financial strategy can help you move from financial stress to financial clarity, regardless of the headlines. 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!

Most people spend decades focused on building their retirement savings, but far fewer have a plan for how to spend those savings efficiently once retirement begins. In this episode, Josh explains why retirement isn't just about accumulating wealth, it's about creating a sustainable income strategy. He discusses how withdrawal order, taxes, Roth conversions, required minimum distributions, and retirement income planning can all impact the longevity of your nest egg. If you're approaching retirement or already retired, this conversation will help you think differently about turning your savings into a reliable paycheck 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!

Millions of Americans are working longer hours, taking on side hustles, and still feeling financially behind. Why? Josh explores the connection between money, work-life balance, burnout, inflation, and financial organization. He explains why financial stress isn't always an income problem, how a lack of structure can create unnecessary pressure, and why having a coordinated financial plan can help create more freedom and flexibility in your life. If you've ever wondered whether you're working harder than necessary (or whether your money is truly working for you) this episode is for you. 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!

Most people spend decades focused on growing their retirement savings, but very few think about how that money will eventually be taxed. In this episode, Josh breaks down the hidden “retirement tax time bomb” that can catch retirees off guard through RMDs, Social Security taxation, Medicare IRMAA surcharges, and rising taxable income later in life. Josh explains why retirement doesn't automatically mean lower taxes, how Roth conversions may create flexibility, and why smart retirement planning is about keeping more of what you've earned, not just growing it 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!

Most investors think AI investing starts and ends with tech stocks like Nvidia. But what if the biggest long-term winners are actually in energy, infrastructure, utilities, and data centers? In this episode, Josh breaks down the broader economic impact of artificial intelligence, the dangers of chasing hype, and how smart investors can position themselves for long-term growth while managing risk and volatility. 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!

You've worked hard, saved money, and checked the boxes... So why does retirement still feel uncertain? Josh breaks down the hidden gaps in retirement planning, why many Americans nearing retirement still feel financially stressed, and how to build a coordinated plan for income, liquidity, taxes, healthcare, and long-term security. Plus: the shocking retirement savings statistic that reveals just how unprepared many people really are. 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!

Everyone says “just buy the index”... but what if that strategy is riskier than it looks? In this episode, Josh breaks down how a handful of mega-cap stocks are driving the market and why that could leave investors more exposed than they realize. Learn what true diversification looks like today, and how to avoid hidden risks in your portfolio! 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 stay liquid or lock in today's rates? It's one of the biggest questions facing investors right now... and getting it wrong could cost you. In this episode, Josh walks through the pros and cons of cash, high-yield savings accounts, and fixed-rate strategies, including how to think about opportunity cost, declining rates, and smart allocation. Learn how to structure your money with the right balance of flexibility, income, and long-term growth without making an all-or-nothing bet. 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!

Most people assume their money will automatically go to their loved ones, but without a proper estate plan, that's often not what happens. In this episode, Josh breaks down what actually happens when there's no plan in place: from delays and legal complications to unintended outcomes that can impact your family for years. More importantly, we walk through how to take control now, avoid costly mistakes, and make sure what you've built is protected. 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!

Most people have financial goals... but no real plan to reach them. In this episode, Josh breaks down why working harder with your money isn't enough without structure, and how the “financial junk drawer” mindset keeps people stuck. You'll learn how to prioritize your goals, build a strong financial foundation, and create a strategy that actually moves you forward. 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!

Wall Street wants into your 401(k), bringing private equity and crypto with it. But is that opportunity… or a trap? In this episode, Josh breaks down what these investments really are, the hidden risks (fees, complexity, and liquidity), and why more options don't always mean better outcomes. Before you chase what's new, make sure you understand what's at stake. 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!

Helping your kids or grandkids financially feels like the right thing to do... but what if that generosity comes at a hidden cost? Josh breaks down the surprising tax consequences of pulling money from your 401(k), how it can trigger higher Medicare premiums, and why timing matters more than you think. Learn smarter strategies to give with intention without putting your own retirement at risk. 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!

Many retirees finally have the time to travel... but how much should you actually spend? Josh explains why baby boomers are spending more on vacations than any generation before them, the biggest travel mistakes retirees make, and how to build travel into your financial plan so you can enjoy life without putting your retirement at risk. 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!

If conflict escalates in the Middle East, Americans often feel the impact quickly, especially at the gas pump. Josh explains why tensions involving Iran can send oil prices higher, how that affects inflation and consumer spending, and what it could mean for retirees and investors. 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!

Retirement security took center stage in the latest State of the Union, but what do the proposed changes really mean for your money? In this episode, Josh breaks down the proposed government-backed retirement accounts, the promise of matching contributions, and the potential long-term risks investors should consider. From tax diversification and Roth strategy to Social Security reliance and asset protection planning, this conversation goes beyond headlines and focuses on what truly builds lasting financial independence. 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!

The biggest threats to your financial future aren't always market crashes or major expenses, they're the everyday spending habits you barely notice. In this episode, we explore the common money mistakes that quietly chip away at your wealth, from social spending pressure and lifestyle creep to generosity without boundaries. Learn how small financial decisions compound over time, how to recognize hidden money leaks, and how to take control of your spending without guilt so you can stay focused on your long-term goals. 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!

Rules of thumb work... until they don't. In this episode, Josh unpacks why one-size-fits-all financial rules often fail, how generic advice can quietly create risk, and what changes once you've already “won the game” financially. Plus, we explore why personalization matters, how risk tolerance should evolve over time, and why the goal isn't more money, it's clarity and confidence. 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!

Many people are closer to early retirement than they realize, but they're missing one critical piece: income planning. Josh walks through how income bridges work, why timing matters more than hitting a magic number, and how to think about retirement cash flow before Social Security kicks in. This episode is for anyone who feels financially “close,” but not confident enough to make the leap. 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 decades, the 4% rule has been treated as gospel for retirement planning... But is it still safe? Josh breaks down why the traditional withdrawal rule may no longer work in today's market, how Social Security and guaranteed income change the math, and what really determines whether your money lasts as long as you do. 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!

The market is hitting record highs and AI stocks are soaring, but for retirees, this may actually be one of the most dangerous environments in years. In this episode, Josh explains why booming markets don't automatically mean financial safety, how portfolio concentration and the sequence of returns can quietly threaten retirement income, and why income planning matters more than account balance alone. If you're retired or approaching retirement, this conversation could completely change how you think about your money. 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 thinking about retiring in 2026? Before you hand in your laptop, there are critical financial factors to consider. In this episode, Josh breaks down why delaying retirement (even by just a year or two) can dramatically improve your financial security. We'll also discuss key considerations including cash flow planning, Social Security strategies, healthcare costs, market volatility, and tax implications. Whether you're mapping out your dream retirement or just curious about the smartest timing for stepping away from work, this episode will give you actionable insights to retire with confidence and peace of mind. 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!

When one spouse controls the finances and the other zones out, the consequences can be devastating. In this episode, Josh reveals why financial secrecy puts couples at risk both emotionally and financially, and how shared transparency can protect both your relationship and your retirement. We also discuss how “financial infidelity” destroys trust, and lay out practical steps couples can take right now to protect the surviving spouse, strengthen communication, and build true financial security together. 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!

Estate planning isn't just for the wealthy, it's for anyone who wants to protect what they've built. Josh is breaking down 13 essential estate planning moves that can shield your family from unnecessary taxes, lawsuits, probate, and even financial disaster. Whether you're married, single, retired, or still building your wealth, this episode offers critical guidance to ensure your wishes are honored and your loved ones stay protected. 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!

Millennial debt has quietly surged, and many people would rather talk about their weight or politics than their balances. Josh digs into the psychology behind money shame, why overspending feels so normal, and the simple behavioral strategies that can transform your financial life. If you're feeling overwhelmed, this conversation will give you clarity, confidence, and a real plan to move forward. 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!

If you've ever tried (and failed) to stick to the “perfect budget,” you're not alone. Today Josh dives into why perfectionism ruins more financial plans than bad investments, and how real people succeed by being consistent instead. We're talking about why old-school envelope budgeting still works, how to avoid lifestyle creep, and why paying yourself first beats any complicated system. This is a fun, practical conversation about money habits, discipline, and the psychology of wealth perfect for anyone looking to clean up their finances without overhauling their entire life. 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!

Today Josh is explaining the Pay Yourself Rule: a simple framework for turning your nest egg into a reliable retirement paycheck. Learn how to automate income, avoid costly mistakes, and protect your savings from market volatility, all while building a plan that supports both your needs and your lifestyle goals. 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!

From RMDs and Roth conversions to Medicare IRMAA and year-end bonuses, Josh is breaking down how simple income decisions can trigger thousands in extra taxes, and how to avoid it. If you're 5–10 years from retirement and want to keep more of what you've earned... You don't want to miss this. 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!

Real estate remains one of the most powerful long-term wealth strategies. Josh breaks down how leverage, depreciation, and 1031 exchanges can help you grow faster, pay less in taxes, and protect against inflation... Plus, the common mistakes investors make. 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!

You always hear talk about retiring early... but is it actually realistic? From savings rates and side hustles to emotional readiness and the risk of post-retirement depression, Josh explores the pros and cons of the FIRE movement, and blind spots people forget to plan for. 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!

Today we're breaking down a real world case study that might hit close to home for you if you're nearing retirement... Linda just sold her business and wants safety, but her cash is now exposed to taxes, inflation, and falling interest rates. Josh explains the SIG framework (Safety, Income, Growth) and explains how municipal bonds, annuities, and selective equities can protect purchasing power while reducing tax drag in retirement. 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!

Can the average person really retire early, or is that dream reserved for the ultra-wealthy? Josh breaks down some of the habits self-made millionaires use to achieve financial freedom ahead of schedule. From keeping housing and car costs low to cooking at home and minimizing student debt, we discuss how small lifestyle choices can add up to millions over time. 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!

Gold is soaring, Bitcoin's booming, and confidence in the dollar is slipping... So what does that mean for your money and your legacy? Josh breaks down the new “debasement trade,” why investors are fleeing fiat currency, and how everyday savers can protect their wealth through smart diversification. From gold ETFs to digital assets and balanced portfolios, learn how to build an anti-fragile plan that weathers inflation and uncertainty. 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!

Today we're tackling one of retirement's biggest challenges: giving yourself permission to actually enjoy your money. From clients afraid to spend, to strategies for balancing growth with security, Josh breaks down how to shift from saving to living. Discover how a real financial plan can help you spend confidently, protect your legacy, and make your retirement truly rewarding. 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!

We're diving into two powerful conversations that every listener can relate to: how to retire confidently and how to invest wisely, no matter your age. Josh tackles real-life retirement planning, how to decide when to take Social Security, how to balance taxes and income, and what Boomers, Gen X, Millennials, and Gen Z can teach each other about building wealth. 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!

Today we're uncovering the costly habits that can derail your finances in your twenties, and how avoiding them can set you up for long-term success. From lifestyle creep and convenience spending to housing choices and travel trade-offs, Josh shares the strategies he used to build wealth early, along with timeless lessons on compounding and delayed gratification. Whether you're in your twenties now, or guiding kids and grandkids through theirs, these insights can help anyone build a stronger financial foundation. 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!

Rates are down, but the story isn't as simple as cheaper mortgages. Josh is unpacking the Fed's latest cut, explaining how it ripples through savings accounts, credit cards, housing, retirement planning and more. From refinancing to locking in higher yields, find out how to adjust your financial strategy before the window closes. 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!