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Special Guest: Krista Berkley.

They cover:

Why the Dow is leading the indexes year-to-date—and what that might mean
The resurgence of gold: short-term hype or long-term trend?
Inflation, money supply, and how we measure economic reality (spoiler: Todd calls it the "CP-lie")
How government debt and interest costs are shaping future tax policy
Tariffs: the classical view vs. the modern playbook
What economist Lacy Hunt sees coming—and why deflation might be next
The conversation balances economic theory with plainspoken examples, including a memorable story from John’s early investing days and a look at the real-world consequences of inflation on future generations.

Whether you’re a seasoned investor or just curious about what’s driving the markets, this episode invites you to think critically about where we’ve been—and where we might be going.

Special Guests: Greg Snyder and Todd Berkley.

John and Carson explore:

Why “taxes are going up in 2026” might not be a strong enough reason
What most people forget about state income taxes and relocation in retirement
The danger of converting at market highs
How medical expenses and charitable giving can make traditional IRAs more tax-efficient
When Roth conversions do make sense—like during market downturns or low-income years
Why a Roth might be smart for people with large estates or trusts
The importance of having cash on the side to pay the tax bill
You’ll walk away with a clearer understanding of how Roth conversions fit into the big picture of retirement and tax planning—and why Uncommon Cents Investing takes an individualized, reason-first approach for every client.

🧠 Notable Quotes
“We’re not against Roth conversions. We just want to do them for the right reason.” – John Berkley
“If you have a tax problem, you probably have a good problem—it means you have money.” – John Berkley
“Almost nothing turns out as expected in investing. So making decisions based on certainty about the future? That’s risky.” – quoting Harry Browne

In this timely episode, John Berkley shares:

How inflation has evolved since the gold standard days
Why today’s 123% debt-to-GDP ratio is historically alarming
The concept of “monetizing the debt” and its impact on your purchasing power
What past inflationary periods (like WWII and the 1970s) can teach us
The risk of structural inflation—and how it may quietly erode savings over time
Why interest rates might go higher than Wall Street thinks
What you can do: living within your means, saving smart, and investing intentionally
This is Economics 101—with a healthy dose of real-world application.

🔑 Key Quotes
“If the government spends more, you spend less. And if you don’t feel it through taxes, you’ll feel it through inflation.” – John Berkley
“We’ve monetized debt before—and it came with pain. The question is: can we do it again without major consequences?”
“We can’t fix the debt, but we can make better decisions—living within our means, saving, investing, and staying informed.”

Special Needs Trusts, Wills vs. Trusts, and More: This episode covers crucial estate planning topics, including a detailed explanation of special needs trusts and a candid discussion on whether a trust is always the best option compared to wills and marital property agreements in Wisconsin.

This episode of More for Your Money features a discussion with insurance expert Dave Bomkamp on navigating your Medicare choices. Learn the key differences between Medicare Advantage and Supplement plans, including network restrictions, referral requirements, and portability. Understand the importance of the Medicare Open Enrollment period (October 15 - December 7) for making changes. We also cover underwriting, drug coverage (Part D) and potential penalties, and why you should protect your Medicare number. Whether you're new to Medicare or considering a change, this episode provides valuable insights!

Special Guest: Dave Bomkamp.