Josh Jalinski has been a Five Star Wealth Manager for the last five years in a row! He was named as an Advisor of the Year by Senior Market Advisor magazine.* He has also been selected for the Top of the Million Dollar Round Table, an association of financial professionals.
The Smart Way to Withdraw Money in Retirement
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.
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Making Good Money But Still Stressed? Here's What's Missing
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.
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Retirement Isn’t Tax-Free... Here’s What Most People Miss
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
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Worried You Missed the AI Boom? Here’s What Most Investors Still Don’t See
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.
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Why So Many Americans Feel Unprepared for Retirement (And What to Do About It)
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.
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Index Fund Risks Explained: Are You Too Concentrated?
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!
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Cash vs. Locked-In Rates: How to Stop Leaving Money on the Table
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.
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No Estate Plan? Here’s What Happens to Your Money and Your Family
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.
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Why Your Financial Goals Aren’t Working (And What to Do Instead)
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.
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Private Equity in Your 401(k): Opportunity or Trap?
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!