The Wise Money Show™

If you're planning to retire before you're eligible for Medicare at age 65, one of the biggest questions you'll face is: What do I do about health insurance? In this episode of The Wise Money Show, we break down your options—including COBRA, Healthcare.gov plans, and health-sharing networks.

We'll walk through:

- The pros and cons of COBRA

- How the Affordable ...

Are you confused about Social Security? You're not alone. In this episode of Wise Money, we're answering the top 10 most common Social Security questions—the ones we hear all the time from people planning for retirement. From "When should I start collecting benefits?" to "Will Social Security run out?" we're covering it all.

Season 10, Episode 42

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When you receive an inheritance, what's the wise way to use it? In this episode of Wise Money, we're responding to a question from a listener who is deciding whether to pay off his home, invest for retirement, or follow his accountant's advice—all while aiming to reduce taxes and make every dollar count. Tune in to learn how to align your inheritance with your long-term financial goals. 

Season 10, Episode 41

The last few years before retirement are some of the most important in your financial life—not just for getting the numbers right but for envisioning what you want your next chapter to look like. In this episode, we are discussing what we, as CERTIFIED FINANCIAL PLANNERS™, would be focusing on if we were retiring in 5 years. From investment strategy and tax planning to income needs and lifestyle goals, this episode covers the key d...

Uncertainty has been the theme thus far in the economy and markets. Personally, what are the key decisions in your finances you need to get right during this uncertain time, and how do you prepare should a recession occur? That and more on this hour of The Wise Money Show.

Season 10, Episode 39

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Donor Advised Funds can be used for much more than just simple charitable giving. When used thoughtfully, they become a sophisticated financial planning tool for tax optimization, estate planning, and even investment strategy. We’re sharing some advanced financial planning strategies that you can use the Donor Advised Fund for in this episode of the Wise Money Show.

Season 10, Episode 38

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Planning for your child's college education can feel overwhelming, but it doesn't have to be. In this episode of Wise Money, we walk through the key steps every parent or grandparent should take when preparing for college costs. From setting clear goals to choosing the right savings strategy, we'll help you understand how to approach this major financial milestone with confidence.

Season 10, Episode 37

Is your teen about to start driving? Buckle up because it's not just their world that's changing; it's your insurance and your wallet, too. We're joined by insurance expert Alysia Boehner to break down everything you need to know about insuring youthful drivers. From when to notify your agent to what kind of vehicle and coverage makes the most financial sense to how much your rates could go up—we go over it all. Plus, we share cost...

Whether it's a signing bonus, inheritance, business sale, or a lucky break, sudden wealth can change your life—but only if you manage it wisely. With the NFL Draft happening this coming week, we're using it as a timely reminder: when the money comes fast, your decisions matter even more. We're breaking dow the financial habits, disciplines, and key strategies you need to set yourself up for long-term success. On this episode of Wis...

Is it wise to rely solely on dividend-paying stocks in retirement, or could that strategy backfire? Conventional wisdom says to reduce stock exposure as you age, but what if your dividend income covers your living expenses? In this episode of Wise Money, we explore whether holding only dividend stocks is a strategy you should consider and answer other listener questions. 

Season 10, Episode 34

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In today's financial landscape, having the right emergency fund is more crucial than ever for maintaining your financial confidence. In this episode of Wise Money, we are diving deep into the essentials of building an emergency fund that suits your unique needs. Discover how to determine the ideal amount to set aside, explore the best places to keep your emergency fund, and learn how to optimize it. 

Season 10, Episode 33

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Are you planning to move into a new home? Securing homeowners' insurance can be more complex than ever before. In this episode of Wise Money, we dive into the essential considerations and planning strategies you need to keep in mind when obtaining homeowners' insurance for your new house. Join us as we discuss the latest trends in the insurance landscape, common pitfalls to avoid, and expert tips to ensure you have the right covera...

Tax planning is one of the six areas of your financial plan, and yet, unlike tax preparation, there is no requirement or deadline to complete your tax planning. In this episode, we are sharing stories of successful tax planning strategies—ones that you can consider this year or in the future—as well as common pitfalls that led to missed opportunities. Don't let tax season catch you off guard, watch now to gain the insights you need...

The Roth IRA is a fantastic and versatile tool for your financial future. However, it has intricate rules that can cause confusion and uncertainty on how best to utilize this tool. In this episode of Wise Money, we are answering listener questions regarding the Roth IRA to help you understand how they work, their benefits, and how you can maximize your retirement savings.

Season 10, Episode 30

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Navigating the options for an old 401(k) from a previous employer is a crucial step in optimizing your long-term financial strategy. From rolling it over to a new employer's plan, transferring it to an IRA, cashing it out, or others, there are many options available. In today's episode, we're breaking down the key choices available and the potential benefits and drawbacks to each, as well as how you can determine which one is best ...

If you have a crystal clear vision of retirement, saving up today in order to accomplish that may come naturally. But what if that picture isn't so clear, or what if you plan to never stop working? Should you still save for retirement if you plan to continue working? We're answering that question and others on this episode of Wise Money.

Season 10, Episode 28

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Every tax season, before you file your return, you need to answer three specific questions that will help you with your tax planning both for the tax return you're preparing but also for the year ahead. We're sharing those questions and creative tax strategies to improve your tax picture on this episode of Wise Money.

Season 10, Episode 27

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New in 2025 is a confusing rule regarding Catch-up Contributions to 401(k)s, 403(b)s, and SIMPLE IRAs. This confusion will lead to many people who are eligible to not take advantage of it. We're explaining the new Super Catch-Up, clarifying the confusion around them, and sharing how you can take advantage of this new rule and maximize your 401(k) on this episode of Wise Money.

Season 10, Episode 26

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In the midst of the Great Wealth Transfer, where trillions are set to move from one generation to another, how do you ensure the transfer is a blessing and not a curse? Recent data suggest this is much harder than it seems, so what should you be doing right now to best transition wealth within your family? We're covering that on this episode of Wise Money.

Season 10, Episode 25

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