📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/

Health care costs in retirement are climbing faster than ever, and the newest Fidelity estimate proves it. The average 65-year-old couple retiring today will need $172,500 to cover health care expenses, up dramatically from just a few years ago. In this episode, Wade breaks down what’s driving these rising costs, the biggest misconceptions about Medicare coverage, and how to plan ahead so these expenses don’t derail your retirement.

Here’s some of what we discuss in this episode:

💰 Rising Costs: Fidelity’s 2025 estimate shows retiree healthcare expenses climbing sharply

🧭 Plan Ahead: why healthcare planning is essential to a successful retirement strategy

🏥 Medicare Breakdown: understanding what’s covered, what’s not, and what it really costs

💳 HSA Benefits: how Health Savings Accounts create powerful long-term tax advantages

📈 Smart Strategies: practical ways to manage and reduce future healthcare costs

Fidelity Investments® Releases 2025 Retiree Health Care Cost Estimate:

https://newsroom.fidelity.com/pressreleases/fidelity-investments--releases-2025-retiree-health-care-cost-estimate--a-timely-reminder-for-all-gen/s/3c62e988-12e2-4dc8-afb4-f44b06c6d52e

Get in touch with Chessman Wealth: https://www.chessmanwealth.com/

The opinions voiced in The Money Knight podcast with Wade Chessman of Chessman Wealth Strategies are for general information only and are not intended to provide specific advice or recommendations for any individual. Past performance is no guarantee of future results. All indices are unmanaged and may not be invested into directly. Investing involves risk, including possible loss of principal. No strategy assures success or protects against loss. To determine what may be appropriate for you, consult with your attorney, accountant, financial or tax advisor prior to investing.

Investment advisory services offered through CWM, LLC, an Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors.

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/

Think you’re ready for retirement? Let’s find out. Today, we’ll put you in the hot seat with a rapid-fire retirement quiz. Five questions. Multiple choice. Real-world consequences. Social Security timing, IRA limits, and RMD rules aren’t just trivia—they’re decisions that can make or break your financial future.

Along the way, Wade explains why so many people miss the mark, clears up common misconceptions, and shows how a simple rule of thumb like the 4% rule can backfire if you don’t have a customized plan. So grab a pen, keep score, and see how you measure up. If you don’t ace this quiz, don’t worry—you’ll walk away with clear action steps to boost your retirement readiness and confidence.

Here’s some of what we discuss in this episode:

🧠 Test your retirement knowledge with 5 key questions

🕰️ Why Social Security timing is critical

📈 IRA contribution limits for 2025 explained

📑 Which accounts require RMDs (and which don’t)

⚠️ The biggest risks retirees must prepare for

Get in touch with Chessman Wealth: https://www.chessmanwealth.com/

The opinions voiced in The Money Knight podcast with Wade Chessman of Chessman Wealth Strategies are for general information only and are not intended to provide specific advice or recommendations for any individual. Past performance is no guarantee of future results. All indices are unmanaged and may not be invested into directly. Investing involves risk, including possible loss of principal. No strategy assures success or protects against loss. To determine what may be appropriate for you, consult with your attorney, accountant, financial or tax advisor prior to investing.

Investment advisory services offered through CWM, LLC, an Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors.

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/

Many retirees are caught off guard when they discover Medicare isn’t always truly “free.” If your income is too high, you could face a hidden surcharge called IRMAA (Income Related Monthly Adjustment Amount), that can potentially reduce your Social Security check by thousands each year. In this episode, Wade breaks down what IRMAA is, who it impacts, and how to plan ahead so it doesn’t derail your retirement income.

We’ll explain the income thresholds that trigger IRMAA, why widows often get hit harder, and the types of income that can push you into higher Medicare costs. He also shares strategies to help minimize the impact, from Roth conversions and QCDs to charitable giving techniques and tax diversification.

For this week’s Kingdom Minute, Wade reflects on Jesus’ words in Luke, warning us to “be on guard against all covetousness.” True security comes not from collecting more, but from aligning our money and choices with values that last. Instead of striving for more, we’re called to use what we have with wisdom and purpose, investing in things that truly last.

Here’s some of what we discuss in this episode:

🧾 IRMAA: a hidden Medicare surcharge based on income

💸 Who is most likely to be impacted by IRMAA penalties

🔄 Strategies to avoid paying extra premiums

🌱 Tax diversification may help minimize surprises

Get in touch with Chessman Wealth: https://www.chessmanwealth.com/

The opinions voiced in The Money Knight podcast with Wade Chessman of Chessman Wealth Strategies are for general information only and are not intended to provide specific advice or recommendations for any individual. Past performance is no guarantee of future results. All indices are unmanaged and may not be invested into directly. Investing involves risk, including possible loss of principal. No strategy assures success or protects against loss. To determine what may be appropriate for you, consult with your attorney, accountant, financial or tax advisor prior to investing.

Investment advisory services offered through CWM, LLC, an Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors.

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/

Retirement can feel overwhelming when so much seems out of your control. Markets rise and fall, tax laws shift, and Social Security’s future makes the news every few months. But here’s the good news: stressing about those things won’t improve your retirement. What will help is focusing on the four key areas you can control. In this episode, Wade shares the levers that actually move the needle for retirees and pre-retirees.

Wade explains how to avoid emotional decisions that could derail your plan and covers everything from managing your market risk exposure to building reliable income streams. He also dives into proactive tax planning—why it’s written in pencil, not pen—and how to think about Social Security realistically without leaning on it as your primary income source. You can’t stop volatility or predict what Congress will do next, but you can put yourself in a stronger position with the choices you make today.

Here’s some of what we discuss in this episode:

📉 Control how much market risk you take on

🕰️ Plan for longevity, because no one knows how long they’ll live

💵 Use tax planning to your advantage (not just tax prep)

🧭 Social Security’s true purpose: safety net, not primary retirement income

🗝️ The power of planning gives you control where it matters most

Get in touch with Chessman Wealth: https://www.chessmanwealth.com/

The opinions voiced in The Money Knight podcast with Wade Chessman of Chessman Wealth Strategies are for general information only and are not intended to provide specific advice or recommendations for any individual. Past performance is no guarantee of future results. All indices are unmanaged and may not be invested into directly. Investing involves risk, including possible loss of principal. No strategy assures success or protects against loss. To determine what may be appropriate for you, consult with your attorney, accountant, financial or tax advisor prior to investing.

Investment advisory services offered through CWM, LLC, an Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors.

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/

On a recent hiking trip, Wade noticed how Moses, his Cavapoo, darted after every squirrel, bird, and chipmunk along the trail. It was funny to watch, but it also reminded him of how investors behave when chasing the latest “hot” trend. Many of us have been tempted by tech stocks, crypto, and gold, only to jump in at the wrong time and drain our savings and sanity in the process. In this episode, Wade draws parallels between Moses’ squirrel-chasing and investor habits, contrasting that with the calm, steady retrievers who stick to the path.

He shares why defining your goals, staying leashed to your plan, and ignoring distractions are keys to lasting success. Plus, Wade reflects on timeless biblical wisdom about patience, diligence, and building wealth little by little. If you’ve ever been tempted by the “next big thing,” this conversation is a reminder that financial freedom isn’t about chasing squirrels; it’s about staying on the trail. Tune in to learn how to keep your plan and your future steady.

For this week’s Kingdom Minute, we’re reminded how chasing quick wins- whether it’s money, success, or the next “shiny thing”- often leaves us worn out and empty-handed. God’s Word calls us instead to steady, faithful stewardship, where wealth and wisdom are built little by little. True growth comes through patience, discipline, and walking faithfully with His plan.

Here’s some of what we discuss in this episode:

🥾 Picking your trail: define goals before the journey

🐕 DOG acronym: dangers, obstacles, and gaps on the path

💡 Harness lessons: freedom within guidelines builds discipline

🌲 Enjoying the hike: wealth is about the journey, not just the destination

📖 Proverbs & Galatians: “little by little” growth is God’s way

Get in touch with Chessman Wealth: https://www.chessmanwealth.com/

The opinions voiced in The Money Knight podcast with Wade Chessman of Chessman Wealth Strategies are for general information only and are not intended to provide specific advice or recommendations for any individual. Past performance is no guarantee of future results. All indices are unmanaged and may not be invested into directly. Investing involves risk, including possible loss of principal. No strategy assures success or protects against loss. To determine what may be appropriate for you, consult with your attorney, accountant, financial or tax advisor prior to investing.

Investment advisory services offered through CWM, LLC, an Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors.

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/

The Big Beautiful Bill may not have overhauled the entire tax system, but it quietly introduced a wave of limited-time tax opportunities, and the clock is already ticking. In this episode, Wade shares seven strategic tax moves to consider before many of these provisions expire in 2028. These changes could impact how much you owe, how much you save, and how fast you reach your goals.

Buried in the bill are real, actionable tax advantages—if you know where to look. Charitable deductions, auto loan interest write-offs, bonus depreciation—there’s a lot packed into the Big Beautiful Bill, and Wade breaks it all down in plain English. Miss this window, and you might be leaving money on the table. The rules have changed, but only for a few years. What you do now could shape your finances for the next decade.

For this week’s Kingdom Minute, Wade shares key biblical perspectives on taxes, pointing to scriptures in Matthew and Romans. He explains that while paying taxes is a civic duty, it's also part of honoring God’s appointed authorities. Wade also reminds us that generosity, like charitable giving, is both encouraged in scripture and recognized by the tax code.

Here’s some of what we discuss in this episode:

🎁 Front-load charitable giving to maximize new deductions

🍽️ No taxes on tips—if you report properly

🏗️ Use Section 179 and QBI to your advantage

🏘️ Bunch property taxes for max SALT deduction

👶 “Trump Accounts” offer $1K seed + tax-deferred growth

📖 Biblical reflections on taxes in the Kingdom Minute

Get in touch with Chessman Wealth: https://www.chessmanwealth.com/

The opinions voiced in The Money Knight podcast with Wade Chessman of Chessman Wealth Strategies are for general information only and are not intended to provide specific advice or recommendations for any individual. Past performance is no guarantee of future results. All indices are unmanaged and may not be invested into directly. Investing involves risk, including possible loss of principal. No strategy assures success or protects against loss. To determine what may be appropriate for you, consult with your attorney, accountant, financial or tax advisor prior to investing.

Investment advisory services offered through CWM, LLC, an Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors.

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/

A new tax bill has officially passed (you’ve probably heard it mentioned as the “Big Beautiful Bill”). And while most headlines are focused on politics, Wade is focused on what really matters: how it impacts your retirement and financial plan. The choices you make in the next year or two could have a significant impact on how much you keep and how much goes to Uncle Sam.

In this episode, Wade breaks down what’s changing (and what’s not), including updates to tax brackets, standard deductions, and SALT caps. The good news? There are some new opportunities for retirees and pre-retirees to take advantage of, but it’s still a relatively short window to act before some of these new components expire in 2028, or before a new Congress changes things again.

Here’s some of what we discuss in this episode:

📊 Trump-era tax brackets extended beyond 2025

💸 New $12K deduction for couples over 65

🏡 SALT cap raised, especially impactful in high-tax states

🪙 Bonus depreciation win for small biz & landlords

🎁 Above-the-line deduction now available for givers

🚘 Auto loan deduction & EV credit deadlines

Get in touch with Chessman Wealth: https://www.chessmanwealth.com/

The opinions voiced in The Money Knight podcast with Wade Chessman of Chessman Wealth Strategies are for general information only and are not intended to provide specific advice or recommendations for any individual. Past performance is no guarantee of future results. All indices are unmanaged and may not be invested into directly. Investing involves risk, including possible loss of principal. No strategy assures success or protects against loss. To determine what may be appropriate for you, consult with your attorney, accountant, financial or tax advisor prior to investing.

Investment advisory services offered through CWM, LLC, an Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors.

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/

The thing about assassins in the real world is that they’re sneaky and you don’t see them coming. The same is true for retirement planning. It’s not always the obvious threats that do the most damage. It’s the ones that creep in quietly, unnoticed, and unplanned for. In this episode, Wade breaks down what he calls the “retirement assassins,” those stealthy financial risks that can sneak up and completely derail your retirement if you’re not careful.

Wade walks through the biggest threats he sees time and time again: like inflation, losing a spouse, or just living longer than you planned for. These aren’t flashy risks, but they’re real, and they can quietly eat away at your savings if you’re not paying attention. The good news? With the right plan in place, none of them have to take you out. This episode is all about spotting the silent threats before they strike, so you can defend your retirement before it ever gets ambushed.

For this week’s Kingdom Minute, Wade reminds listeners that while we talk a lot about financial planning, it’s important to remember that trusting God doesn’t mean avoiding preparation. Scripture supports thoughtful, wise planning (Proverbs 21:5, 24:27, and 15:22), and biblical figures like Noah and Joseph are clear examples of faithful planners. Planning allows you to align your resources with God’s purpose, create margin for generosity, and act with intention.

Here’s some of what we discuss in this episode:

📉 Inflation: the slow and steady threat to your income

🏥 Long-term care: the most avoided conversation in retirement

💸 Taxes: today’s rates won’t last forever

🕊️ Widowhood: financial strategies for life’s hardest moment

⏳ Longevity: when a long life becomes a financial risk

Get in touch with Chessman Wealth: https://www.chessmanwealth.com/

The opinions voiced in The Money Knight podcast with Wade Chessman of Chessman Wealth Strategies are for general information only and are not intended to provide specific advice or recommendations for any individual. Past performance is no guarantee of future results. All indices are unmanaged and may not be invested into directly. Investing involves risk, including possible loss of principal. No strategy assures success or protects against loss. To determine what may be appropriate for you, consult with your attorney, accountant, financial or tax advisor prior to investing.

Investment advisory services offered through CWM, LLC, an Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors.