The Wise Money Show™

If you're planning to retire at 65, the data suggest there's a good chance life may have other plans. In this episode of The Wise Money Show, we explain why so many people retire earlier than expected and how to build a retirement plan that can adapt to unexpected changes. Learn the Five-Factor Retirement Plan, how to stress test your retirement readiness, and the steps you can take now to prepare for whatever the future holds. 

Season 11, Episode 47

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Financial independence isn't just about retirement. It's about creating the freedom to make financial decisions with confidence and without being held back by debt or financial stress. In this episode of the Wise Money Show, we share practical habits, proven strategies, and simple first steps that can help you build more financial independence, no matter where you're starting. Learn how to improve your cash flow, eliminate debt, save more effectively, and create a financial plan that gives you more choices today and in the future.

Season 11, Episode 46

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The stock market has exceeded expectations in 2026, but rising recession warnings have many investors wondering what comes next. In this episode of the Wise Money Show, the team breaks down the biggest forces shaping today's stock market outlook, including AI, market concentration, inflation, interest rates, and consumer spending. We also explain why diversification still matters, how to prepare your portfolio for increased volatility, and what long-term investors should focus on instead of short-term headlines. 

Season 11, Episode 45

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Could a little-known tax strategy save you thousands in retirement? In this episode of the Wise Money Show, we break down Net Unrealized Appreciation (NUA)—an advanced 401(k) strategy that can help reduce taxes on highly appreciated company stock. Learn how NUA works, who may benefit from it, the potential pitfalls to avoid, and why careful planning before retirement is essential. If you have company stock in your 401(k) or are approaching retirement, this is an episode you won't want to miss.

Season 11, Episode 44

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Are you on track for a successful retirement? While most people focus on how much they've saved, retirement success depends on much more than your account balance. In this episode of the Wise Money Show, the team breaks down the five key factors that determine retirement readiness. Learn how financial advisors evaluate retirement success and discover the critical ingredients that can help you retire with confidence.

Season 11, Episode 43

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Over the next two decades, trillions of dollars are expected to pass from one generation to the next, but how much of that wealth will actually make it to your heirs? In this episode of The Wise Money Show, we break down the biggest threats to a successful wealth transfer, including taxes, long-term care costs, blended family dynamics, and gifting strategies. Learn how thoughtful estate planning, tax diversification, and multi-generational financial planning can help protect your legacy.

Season 11, Episode 42

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The inherited IRA 10-year rule has changed the way many families pass wealth from one generation to the next, creating new tax planning challenges and opportunities. In this episode of the Wise Money Show, we explore a creative beneficiary strategy that could give heirs more flexibility when managing inherited retirement accounts. We also discuss the pros and cons of naming children instead of a spouse as IRA beneficiaries, along with key considerations for Roth conversions, retirement tax planning, and multi-generational wealth strategies. 

Season 11, Episode 41

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Are you part of the sandwich generation? In this episode of the Wise Money Show, we discuss how to navigate the financial pressure of supporting both aging parents and adult children at the same time. From retirement planning and long-term care concerns to helping kids through college and early adulthood, we break down the financial tradeoffs and planning strategies that can help you move forward with clarity and confidence.

Season 11, Episode 40

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Roth vs traditional IRA decisions can have a major impact on your future taxes, retirement income, and long-term financial flexibility. In this episode of the Wise Money Show, the team breaks down the key differences between Roth and pre-tax retirement accounts, including contribution rules, Roth conversions, required minimum distributions, and tax planning strategies. They also explain how income changes, retirement goals, inheritance planning, and future tax law changes can influence which strategy may be best for you. If you want to build a smarter retirement tax strategy and avoid costly mistakes, this episode is packed with practical financial planning...

What does it really take to build lasting financial success? In this episode of the Wise Money Show, we break down the four key principles that help create long-term financial peace and stability. From integrating all six areas of your financial life to balancing today's priorities with tomorrow's goals, we share the financial planning strategies that can help you build wealth that lasts. 

Season 11, Episode 38

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Are you ever truly financially ready to have kids? In this Wise Money bonus episode, CERTIFIED FINANCIAL PLANNERS™ Mike Bernard and Amy Masters discuss the financial realities of starting and growing a family, from budgeting and childcare to long-term planning and unexpected expenses. Learn practical strategies to help build a strong financial foundation, adjust your cash flow, and stay on track with your goals while navigating one of life's biggest transitions. 

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IRMAA planning is an important part of retirement planning because even a small increase in income can trigger significantly higher Medicare premiums. In this episode of Wise Money, we explain how IRMAA works, why Medicare surcharges catch so many retirees by surprise, and the strategies that may help you reduce or avoid those extra costs. From Roth conversions and retirement withdrawals to property sales and taxable income management, we cover the key financial decisions that can impact your future Medicare premiums. If you want to avoid costly Medicare surprises in retirement, this episode is packed with practical planning insights. 

Social Security changes may be coming sooner than many retirees expect. In this episode of the Wise Money Show, we explain what Social Security insolvency really means, the latest projections, and the potential changes that could impact your retirement income. We also share practical ways to stress-test your plan, prepare for potential benefit reductions, and build more confidence in your retirement strategy.

Season 11, Episode 36

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529 plans keep evolving, and the latest rule changes could impact how you save and spend for education. In this episode of the Wise Money Show, we answer listener questions about new 529 plan flexibility, including K-12 usage and the 529-to-Roth opportunity. We also tackle a common retirement challenge of how to buy or build a new home before selling your current one. Plus, we share what to look for when choosing a CERTIFIED FINANCIAL PLANNER™ and whether location really matters. 

Season 11, Episode 35

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Retirement planning in 2026 looks different than what it did for previous generations, and that means your strategy may need to change, too. In this episode of Wise Money, we walk through five key adjustments that can help you prepare for retirement in a more volatile, uncertain, and complex world. From stress testing your plan and building a clear investment defense strategy to creating tax diversification and flexible withdrawal options, this episode covers the factors that matter most.

Season 11, Episode 34

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If you're planning to retire before Medicare, choosing the right health insurance strategy is critical. In this Wise Money bonus episode, Ben Bulgrien helps us break down the key differences between COBRA and Healthcare.gov plans, including recent changes impacting costs in 2026. Learn how income, timing, travel, and tax planning all influence the best decision for early retirees. Plus, learn common mistakes to avoid and how this choice fits into your overall financial plan. 

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Before you file your taxes, make a few decisions that could impact your financial future. In this episode of The Wise Money Show, we walk through the must-answer tax questions, five last-minute moves to consider before April 15, and the biggest 2026 tax planning trends. We'll cover strategies involving HSAs, IRAs, Roth contributions, estimated taxes, and planning opportunities that could help reduce your lifetime tax bill. 

Season 11, Episode 33

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Thinking about turning your current home into a rental property? In this episode of the Wise Money Show, we break down the four laws of rental real estate and explain what it really takes to succeed as a landlord. You'll learn the key risks of owning rental property, including the need for know-how, time, cash reserves, and the ability to handle confrontation. We also cover important tax, insurance, and financial planning issues to consider before deciding whether rental real estate is the right fit for your financial life.

Season 11, Episode 32

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Are you leaving thousands on the table because you think certain tax breaks are off-limits for your family? In this episode of The Wise Money Show, we dive into three high-impact tax strategies that sound almost too good to be true. From a "secret" HSA hack for parents of adult children to the powerful Mega Backdoor Roth, we're breaking down the rules you need to know to optimize your 2026 tax year and beyond.

Season 11, Episode 31

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Are you planning to leave an inheritance for your kids or grandkids? New tax rules have opened the door to smarter, more tax-efficient ways to transfer wealth during your lifetime instead. In this episode of The Wise Money Show, we break down three powerful strategies, including the new 530A accounts, 529-to-Roth transfers, and the annual gift tax exclusion. Learn how these tools could help you leave more to your family and less to the IRS while creating a meaningful financial legacy. 

Season 11, Episode 30

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Budgeting is not just for people starting out. In this Wise Money bonus episode, we are joined by Ben Chambers and explain why budgeting still matters at every income level, even for high earners and high-net-worth families. Learn how your budgeting approach should evolve as your income grows and how the 3 Bank Account System can help you stay organized and intentional with your money.

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If you're approaching retirement and feeling nervous about the stock market, you're not alone. In this episode of the Wise Money Show, we tackle a real question from a soon-to-be retiree who wants growth but is afraid of losing money. The team explains why your investment strategy should start with a retirement plan, not a stock pick, and how your income sources, risk tolerance, and long-term goals all work together. Learn how to determine the right level of risk for your situation and avoid letting fear or FOMO drive your investment decisions.

Season 11, Episode 29

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Are your finances truly working together, or are you unknowingly creating tradeoffs? In this episode of Wise Money, we break down the six areas of your financial life and the warning signs that they may not be integrated. From tax supplies and investment missteps to outdated insurance and estate plan gaps, we show you how small disconnects can create big problems for your financial plan. 

Season 11, Episode 28

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Small mistakes early in retirement can quietly derail even the best financial plan. In this episode of The Wise Money Show, we share five of the most common early retirement mistakes that can impact your taxes, withdrawal strategy, investment plan, healthcare costs, and long-term income. Learn how to avoid these traps and keep your retirement on track with a sustainable financial plan and proactive tax strategy. 

Season 11, Episode 27

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Is age 65 still the right retirement age, or has that idea become outdated? In this episode of the Wise Money Show, we break down the key retirement milestones like 55, 59.5, 62, 65, 67, and 70 and explain how Medicare, Social Security, 401(k) access, and healthcare costs all impact your decision. More importantly, we walk through the five factors that truly determine when you can retire with confidence. If you're wondering when you can realistically step away from work and not worry about running out of money, this episode will help you build a smarter retirement plan. 

Season 11, Episode 26

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Taxes in retirement could be one of your largest expenses, especially if most of your savings are in pre-tax accounts. In this bonus episode of Wise Money, we are joined by Matt Hoke to break down practical strategies to reduce taxes on Social Security, RMDs, and even avoid costly IRMAA surcharges. 

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Target date funds are one of the most popular investment options inside a 401(k), but are they actually the right choice for your retirement plan? In this episode of The Wise Money Show, we break down how target date funds work, when they make sense, and when building your own diversified portfolio may be the smarter move. We also answer a fan question about choosing a later retirement date to take on more risk, and whether that strategy really works. 

Season 11, Episode 25

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Before you file your taxes, there are critical financial planning moves you need to understand. In this episode of the Wise Money Show, we break down the most important tax law changes for 2025 and 2026, including SALT cap updates, senior deductions, child tax credits, and new retirement rules. This isn't about getting a bigger refund; it's about using proactive tax planning to pay less tax over your lifetime and avoid costly mistakes. 

Season 11, Episode 24

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After a powerful run in the markets, many investors are asking whether the stock market is too hot and what that means for their portfolio. In this episode of the Wise Money Show, we break down recent market performance, valuations, volatility, and the key forces driving stocks today, including AI, interest rates, and global diversification. You'll learn how to think about risk, rebalancing, and staying disciplined when markets are near record highs to have confidence for the year ahead. 

Season 11, Episode 23

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Financial planning with 529 plans has changed in a big way. What was once just a college savings tool can now become a powerful strategy for long-term, tax-free retirement wealth when used correctly. In this episode of the Wise Money Show, we break down the new 529-to-Roth IRA rules, who this strategy works for, and the key pitfalls to avoid. Learn how this little-known opportunity could potentially create six or even seven figures of retirement income over time.

Season 11, Episode 22

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If you're 50 years old, how do you decide whether to max out your 401(k), Roth IRA, or HSA? The right answer depends on more than just tax benefits; it requires looking at all six areas of your financial life. In this bonus episode, we break down the risks, trade-offs, and planning considerations to help you make the wisest move for your retirement and tax strategy.

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As the year gets underway, we're answering the seven financial questions people ask us most, covering investing, retirement, taxes, Roth strategies, and Social Security. These are the same questions that come up in almost every planning meeting, regardless of where you are in your financial journey. In this episode of Wise Money, we'll walk through how to think about each one and why the answers are rarely one-size-fits-all. 

Season 11, Episode 21

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As a new year begins, many financial resolutions start strong but fade quickly without a clear plan. In this episode of Wise Money, we break down five financial resolutions that actually create lasting progress, not just good intentions. From building a sustainable cash flow system to improving savings, tax strategy, protection, and long-term planning, we show how small, intentional steps can lead to meaningful change.

Season 11, Episode 20

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Most people think financial stress is about income, but it's usually a broken cash flow system. In this episode of Wise Money, we walk through the three-bank account cash flow operating system that helps create stability, reduce stress, and build real financial confidence. You'll learn how to properly manage monthly expenses, plan ahead for non-monthly costs, and stop getting blindsided by predictable surprises. 

Season 11, Episode 19

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Are you planning to retire in 2026? In this episode of Wise Money, we cover the most important decisions to make in the final stretch before retirement. Learn how to stress-test your plan, align your income and investments, and coordinate taxes, Social Security, and healthcare so you can transition into retirement with clarity and confidence. 

Season 11, Episode 18

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Are Roth conversions only worth it in the 10% or 12% tax bracket? Not always. In this episode of Wise Money, we explain when Roth conversions in the 22% or 24% tax bracket can make sense and when they don't. We cover estate planning considerations, market downturn opportunities, retirement tax "windows", and whether a seven-figure portfolio can still stay in a lower tax bracket.

Season 11, Episode 17

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Long-term care is one of the biggest risks to your retirement. In this bonus episode of Wise Money, we are joined by Zach Broadwick, CFP®, to break down how to know whether you need long-term care insurance or if your investment portfolio is enough to self-insure. 

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As the year comes to a close, it's easy to get swept up in the holidays and forget key financial to-dos that could make a huge impact on your taxes, retirement, and financial confidence. In this episode of Wise Money, we're giving you a comprehensive year-end financial checklist covering all six areas of your financial life to make sure you finish strong and start the new year on a solid financial footing.

Season 11, Episode 16

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It's the season of giving, but are you giving in the most impactful and tax-efficient way? In this episode of the Wise Money Show, we break down smart charitable giving strategies that help you support the causes you care about while reducing your taxes before year-end. From donor-advised funds and qualified charitable distributions (QCDs) to gifting appreciated investments and maximizing state tax credits, we walk through the tools every generous giver should know. Make your giving count, for both your heart and your financial plan. 

Season 11, Episode 15

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Roth IRAs are powerful, but also misunderstood. In this episode of Wise Money, we break down the most common Roth IRA questions we hear. From age limits and income rules to the two different 5-year rules, Roth conversions, and when to use your Roth in retirement. We'll cover how contributions and conversions really work, how to avoid penalties, why many people invest their Roth IRA incorrectly, and how to decide whether Roth or traditional dollars should come first in your withdrawal plan. 

Season 11, Episode 14

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