Millions of people leave jobs each year, and often leave behind their 401(k) accounts too. But what actually happens to that money, and when should you consider rolling it into an IRA? It’s not as straightforward as some advisors make it sound. In this episode, Wade walks through the critical factors to consider before deciding whether to move your old 401(k), including why a rollover isn’t always the right move and what hidden risks might be lurking in accounts you’ve forgotten about.

You’ll also hear about the consequences of scattered investments, how “de-worsification” can happen when old accounts accumulate, and the real advantages (and limitations) of IRAs. He also covers common mistakes to avoid, the importance of a thorough cost-benefit analysis, and how tax implications can vary depending on how the rollover is handled.

For this week’s Kingdom Minute, Wade explores how to leave an inheritance with both wisdom and love. Instead of dividing everything equally by default, it encourages parents to consider each child’s unique needs and situation. Clear communication and thoughtful planning can help prevent conflict and strengthen family unity.

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

📂 What really happens when you leave your 401(k) behind

⚖️ The pros and cons of rolling over into an IRA

📉 Why too many accounts can lead to “de-worsification”

🧭 How investment guidance fits into your rollover decision

🗣️ A biblical approach to inheritance that encourages unity

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.

The headlines are loud and the markets are a bit messy. Your gut might be telling you to something – anything – but you’re not actually sure what to do. In this episode, Wade offers calm, practical guidance to help you avoid panic and make smarter choices during market downturns. If your instinct is to react fast, Wade shows you why slowing down might actually be the best move.

You’ll learn four essential questions to ask when the market gets rough, plus how to evaluate your financial plan like a real-time stress test. Wade also shares on several strategic opportunities to consider that don’t require taking drastic moves. Lessons from legendary investors like Warren Buffett and Peter Lynch can help you stay focused, stay disciplined, and stay on track, even when the market feels anything but stable.

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

📈 What we learn from the financial legends

🔍 The best questions to ask yourself during a downturn

🧠 How volatility reveals your real risk tolerance

🔄 Rebalancing and tax-loss harvesting opportunities

🧘‍♂️ Why staying calm beats brilliance in market downturns

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.

You’ve done a good job saving, but now what? In this episode, Wade tackles a question many people face as retirement approaches: how do you take solid savings and build a reliable, long-term plan around it? Wade breaks down the essential steps for transitioning from a lifetime of saving to a strategy for generating income, maintaining flexibility, and preparing for uncertainty.

He covers everything from taking inventory of your financial accounts to visualizing your lifestyle goals and building an income plan that factors in taxes, inflation, and longevity. You’ll also hear how Wade helps clients connect all the financial dots, giving so their wealth strategy reflects what matters most.

For this week’s Kingdom Minute, we talk about how building wealth God's way means seeing money as a tool, not a goal. Scripture reminds us to honor God first, work hard, avoid debt, and plan wisely, knowing He is the source of our ability to prosper.

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

📋 Take inventory of accounts and assets

💰 Turning savings into consistent income

📉 Avoiding “deworsification” across accounts

📈 Inflation, longevity, and income planning

🎯 Aligning your money with your mission

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.

What does a world-class golf tournament have to do with your financial future? Turns out quite a bit. The Masters is a beautiful reminder of just how much strategy, patience, and long-term focus goes into a great round of golf. Think about it: a hole-in-one may be thrilling, but it won’t win the tournament. Just like chasing a hot stock or one-time windfall will not secure your financial future.

Today, we’re teeing up a few key lessons from the course and how they translate into smarter planning for your financial future. From avoiding traps to playing the long game, this conversation reminds us that flashy wins (like a hole-in-one) might look impressive, but it's consistency, strategy, and preparation that truly lead to success.

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

🚩 Avoiding hazards: spotting risks and gaps in your plan

📅 Why your back nine (70s, 80s, 90s) might matter most

🧠 The underrated value of having a financial “caddy” by your side

⛳ How a “full bag of clubs” mirrors smart financial diversification

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.

April Fool’s Day is all about jokes and pranks, but when it comes to retirement planning, getting fooled can cost you real money. Today, we’re uncovering the beliefs that fool retirees and pre-retirees into making bad financial moves. We’ll cover some of the most common myths that can derail your retirement plans and explain why they might not be as true as they seem.

Should you really claim Social Security as soon as possible? Will Medicare cover all your healthcare costs? Don’t let financial myths fool you- tune in and take control of your retirement!

For this week’s Kingdom Minute, Wade shares some biblical wisdom from Proverbs on diligence, avoiding debt, and thoughtful investing.

Here are the myths we cover in today’s episode:

• “Guaranteed” high returns are easy to achieve
• Social Security is going away and you should claim it ASAP
• Underestimating how taxes can impact your retirement income
• The misunderstanding that Medicare will cover all healthcare costs
• The idea of the 'set it and forget it' retirement plan
• The misconception that retirees should be overly frugal
• The “I can just keep on working” fallacy

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.

The day President Trump took office, he announced plans to implement a 25 percent tariff on goods from Mexico and Canada. Additional tariff conversations have exploded since that day. How might this impact your personal finances and the economy? Today, we’ll explain a bit of the backstory of tariffs and discuss these new tariffs.

For those looking to understand more about managing their finances in the face of uncertainty, this show will provide some great information about what’s happening and how we’re addressing these conversations with our clients.

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

• What exactly are tariffs and what does it mean to you?
• Are tariffs a new thing?
• Why do markets typically react negatively to tariffs?
• What’s the strategy behind tariffs?
• How we approach conversations about tariffs with our clients.

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.

Financial mistakes can happen at any age, but they can have a particularly significant impact in your 60s. In this episode, Wade discusses six critical financial mistakes that individuals often make during this pivotal decade. Understanding and avoiding these pitfalls can make the difference between a secure retirement and a financially precarious future.

There are numerous financial missteps that can occur as you prepare for retirement, which is why it’s so beneficial to work with an advisor. We can help you develop a customized plan that aligns with your goals and helps you avoid these common pitfalls.

We’ll also spend some time on the Rembrandt painting Parable of the Rich Fool and the parable from the Gospel of Luke. There’s a great financial lesson within this story and we’ll discuss it today.

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

• Many individuals rely on hope rather than building an actual plan.
• Don’t enter retirement without knowing what your expenses are going to be.
• Taking on more risk than you need to rather than shifting your mindset to protecting what you’ve built.
• Delaying your Social Security might get you the largest benefit, but is that going to be your best strategy?
• While it’s natural to want to be conservative with your investments as you age, having a portion of your portfolio in growth-oriented assets might help combat inflation.

Check out Parable of the Rich Fool: https://en.wikipedia.org/wiki/Parable_of_the_Rich_Fool

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.

In today's economic climate, the rising cost of healthcare is a pressing concern for many, especially those approaching retirement. In this episode, we will discuss the factors driving these costs and provide insights on how to manage them effectively.

Healthcare expenses have been outpacing general inflation, with costs rising by 5 to 6% annually. According to Fidelity, the average retiree spends about $4,300 per year on out-of-pocket healthcare costs. This figure is expected to grow, with a couple retiring in 2025 needing approximately $300,000 to $400,000 to cover healthcare expenses in retirement. These numbers can be daunting, but understanding the reasons behind the rising costs can help you prepare better.

For this week’s Kingdom Minute, will address the questions, ‘How much is enough?’ Inspired by the movie Wall Street, we explore the idea of focusing on eternal treasures rather than material wealth. This perspective encourages us to evaluate our priorities and find contentment in God's provision.

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

• Is inflation the cause for everything going up?
• The reasons healthcare continues to be incredibly expensive.
• What are the expenses that people typically overlook in retirement?
• What can you do to help protect your finances from these healthcare costs?

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.