Bill Keen, Matt Wilson, Steve Sanduski

Keen on Retirement

Business EN ↓ 271 episodes

Do you want to make smarter decisions about your money and your life? Do you want to make sure you have enough money to retire comfortably? Join Founder and CEO of Keen Wealth Advisors, Bill Keen, as we discuss money, life, and everything in between. Whether you're on your way to retirement or already there, these shows will educate and entertain you on your journey.

Author

Bill Keen, Matt Wilson, Steve Sanduski

Category

Business

Podcast website

www.keenonretirement.com

Latest episode

Jul 1, 2026

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Episodes

Easing Financial Anxiety Around the Dollar, U.S. Debt, and Retirement 01.07.2026

Are you feeling a little more anxious than usual about your money? Given everything that's happening in the world right now, that's perfectly understandable.  What concerns me is the rising number of Americans who say that their money worries are nudging them towards high-risk speculation in crypto, meme stocks, and prediction markets.  And what's even more concerning is that folks aren't taking m...

Avoid These Red Flags to Protect Your Money from the Latest Online Scams 17.06.2026

Your phone buzzes with a text message that appears to be from your bank: "Did you authorize a purchase on your debit card at a local apparel shop today? Reply YES if you recognize this. Reply NO if you don't, and a fraud specialist will contact you." You reply, "No." A minute later, your phone rings. The man on the other end is calm, professional, and sympathetic. "I'm from the fraud department. I...

Preparing Your Loved One to Manage Their Inheritance and Protect Your Legacy 03.06.2026

Are you ready for the Great Wealth Transfer? Financial analysts estimate that older Americans will pass on as much as $124 trillion of personal wealth to their spouses, heirs, and charities over the next 25 years.  And, unfortunately, much of that wealth won't survive for another transfer. According to one study, 42% of heirs fall back to their pre-inheritance net worth in about 12 months. Meaning...

Can This "Sandwich Generation" Couple Retire in 10 Years? 19.05.2026

"Tom and Linda" are a married couple. They're both 55-years-old. Tom works as an operations manager for a regional manufacturer, and Linda works in corporate finance. They are both targeting retirement at age 65. Complicating that 10-year runway is a situation that's becoming more and more common among Tom and Linda's generation: they're "sandwiched" between taking care of Linda's parents, who are...

Caring for Your Parents, Your Community, Your Happiness, and Your Retirement 06.05.2026

Feeling happy? That could be because spring has finally sprung here in the Midwest.  Or, more specifically, it could be because you're part of the Keen Wealth audience right here in Overland Park! A recent report by WalletHub ranked the 182 "Happiest Cities in America." The researchers evaluated 29 "key indicators of happiness, including depression rates, income growth, and average daily leisure t...

How Can You Protect Your Purchasing Power Against Inflation and Higher Taxes? 22.04.2026

It's "a tradition unlike any other." The $1.50 pimento cheese sandwich. Every year at the Masters, you'll hear TV commentators wax nostalgic about what makes the world's most famous golf tournament unique: the course, the history, the cell phone ban. And those sandwiches, which, at the very first Masters in 1934, cost just $0.30. If the pimento and cheese had kept pace with the rate of inflation s...

Should Your Retirement Spending Change Due to Inflation and Volatility? 08.04.2026

When I think about the start of spring, I think about spending the Easter holiday with my family, the colors returning to our green spaces, a little more sunshine, and maybe a shower or two. Hail the size of baseballs? Not a part of my vision! But that's what a massive storm brought to Kansas City a few weeks ago. Like so many folks, I'm still fixing broken windshields and dents on my family's car...

Staying the Course Through AI Upheaval, Tax Changes, and Geopolitical Uncertainty 25.03.2026

The 2026 news cycle is spinning at a dizzying pace. Technology is rapidly upending how we work and live. With midterm elections on the horizon, our leaders in Washington are sharpening their visions for the future and policy proposals. And geopolitical tensions across the globe are giving investors something new to react to -- and worry about -- on a daily basis. On today's show, we unpack some of...

What Questions Should Retirees Be Asking … BEFORE They Retire? 11.03.2026

Matt Wilson, Keen Wealth's Chief Investment Officer and President, recently hosted an excellent webinar on Tax Planning Through the Four Stages of Retirement. In addition to providing a thorough overview of the tax issues that seniors should be prepared for, Matt also wanted to remind folks that the best time to ask questions about retirement is before you retire.  And I'm glad that several of our...

Navigating the 2026 Tax Landscape: Why You Need a "Human in the Loop" 25.02.2026

According to the most recent available data, the IRS collected $5.1 trillion in taxes in 2024. Just ten years earlier, it collected $3.1 trillion. We all grumble about paying the government this time of year. And gathering all our forms and statements while we're in the middle of a partial shutdown isn't going to make Tax Day 2026 any more pleasant. But those trillions are also signs of a healthy...

Answering Listener Questions about Security Theft, Double-Dipping Donations, and Tariff Checks for Seniors 11.02.2026

When was the last time you checked your penny jar? If it's looking a little emptier than usual, that might be because we're in the middle of a penny shortage! The U.S. Mint has ceased production of the penny because the cost of making one ($0.0369) is now almost four times what it's worth as legal tender. While this is yet another step towards a more digital, cashless economy, you might want to ta...

How the "One Big Beautiful Bill" Is Changing the Tax Landscape for Retirees 29.01.2026

During my recent trip to Australia, I learned that navigating a foreign country can feel normal but different all at the same time. On the one hand, my family and I enjoyed the familiar experiences of being on vacation, such as unplugging from our daily routines, relaxing on a long flight, seeing the sights, and spending time with loved ones. But once we arrived in Brisbane, we had to get used to...

Words of Wisdom for Redefining Wealth in 2026 14.01.2026

The freshness of the New Year can also help us gain a fresh perspective on what's really important and what we want to accomplish.   From a comprehensive financial planning perspective, that might mean looking beyond your numbers and thinking about what your money is really for. On today's show, my Keen on Retirement co-hosts and I share a few words of wisdom that I hope will help you maintain bal...

Is Dow 100,000 Closer Than You Think? 31.12.2025

Longtime Keen on Retirement listeners and friends of the firm are probably familiar with The Big Hat. Matt Wilson, our Chief Investment Officer and President, is the proud owner of an oversized Dow 100,000 cap that he wears on our show from time to time. And when folks visit our offices, such as during our annual Holiday Breakfast, they often spot Matt's hat in his office and have a bit of a chuck...

Are You on Track for an "Average" Retirement? 17.12.2025

"How am I doing?" "Am I falling behind my peers?" "Do I have enough money?" "How does my nest egg measure up?" My team at Keen Wealth spends a lot of time talking folks through these kinds of questions. And, as the years go by and folks enter their 50s, 60s and beyond, that conversation evolves and begins to coalesce around another question: "Can I retire?" You might try to answer these questions...

Put a Bow on 2025 With Our Year-End Tax Planning Checklist 03.12.2025

Does your financial team provide you with comprehensive tax planning, or just annual tax reporting? When you file your 2025 taxes next April, you're essentially just reporting your financial data from the previous year.  At Keen Wealth, tax planning is a proactive, year-round process we use to put your annual report in the best shape possible before the ink dries and windows close.  And when it co...

Avoid These 3 Wrong Turns from the Kyle Busch Insurance Lawsuit 19.11.2025

"This sounds too good to be true, but you've got to believe in those that are looking at it for you and trusting in the people with Pacific Life email addresses that are sending you the documents."  So many stories of financial fraud and mismanagement boil down to statements just like this one. All too often, the folks who are losing large sums of money are hardworking folks working 9-to-5s who do...

Managing Risks and Uncertainty Around the Government Shutdown, Stock Prices, and Market Bubbles 05.11.2025

"Risk" and "uncertainty" are similar concepts. But your financial plan has to be prepared to cope with both. I think that mix is what's making some folks a little uneasy right now. In addition to the typical risks that all investors accept, we're also dealing with uncertainty around the government shutdown and what the effects on the economy will be until our leaders get back to the negotiating ta...

Will Tax Rates and the Government Shutdown Affect Your 2026 Financial Planning? 22.10.2025

Change is in the air every fall – not just in the leaves and weather, but in your financial planning.  At this time of year, the federal government announces some important rate adjustments that affect tax planning and retirement benefits for the year ahead.  And complicating matters this fall is a government shutdown that has many seniors worried about the benefits and services that they've earne...

Lessons on Managing Life-Changing Money from Lotto Winners and Successful Retirees 08.10.2025

In 1988, William Post won $16.2 million in the Pennsylvania lottery.  A year later, he was $1 million in debt.  First, he splurged: houses, cars, a plane. Then a former girlfriend sued him for a third of his winnings. His brother was arrested and convicted for hiring a hitman to kill Post and his then-wife in hopes that he'd inherit a share. And after sinking money into a failing family business,...

Special Guest Carissa Keen on How the Keen Wealth Foundation Is Making an Impact and Sharing Guidelines to Help You Evaluate Your Own Charitable Giving Strategy 24.09.2025

Charitable giving is a cornerstone of many comprehensive retirement plans.  It's also a cornerstone of our mission at Keen Wealth Advisors. Our whole team takes great pride in serving as active members of our community, whether we're making monetary grants or lending a hand to projects around the greater Kansas City area. And through the efforts of the Keen Wealth Foundation, we're able to identif...

One Retirement Question, Two Different Answers: Who Should We Trust? 10.09.2025

Married couple "Mark" (62) and "Lisa" (60) want to retire together in the next year. They shared their financial plan and their goals with two financial advisors. One advisor said they could retire. The other said that they should keep working. So ... Who's right? On today's show, we try to split the tie and help Mark and Lisa set the best course for a successful retirement.

Should Private Equity Investments Be Part of Your Retirement Plan? 27.08.2025

If you're only judging based on what's happening in the world and the financial markets, there's never a "perfect" time to retire. But 2025 is throwing a bunch of extra variables at seniors that are adding more complexity to an already complicated decision. Businesses are changing. The rules around investing are changing. And, most importantly, your life is changing. Your financial plan has to be...

A Keen Wealth Case Study: Can We Retire Comfortably at 65? 13.08.2025

Last week, I discussed how Keen Wealth's comprehensive planning process might assess a multi-million-dollar nest egg. I think these hypotheticals, including some back-of-the-napkin math, are useful in illustrating how retirement planning can work, and also the limits of focusing exclusively on your numbers.  However, in the Keen Wealth offices, we don't work with hypotheticals. We work with real p...

Don't Engage: Protecting Your Info and Your Money from the Latest Scams 30.07.2025

According to a report from the Federal Trade Commission, Americans lost $12.5 billion to scams in 2024, a 25% increase from 2023.  That's why episodes like this one are among my least favorite to record and also among the most important.  We've all heard about so many folks losing large sums of money because they answered the wrong phone call or clicked on the wrong email link. The greed, cruelty,...

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