The Risk Mistakes Investors Keep Repeating

What if your biggest retirement risk isn’t the market—but how you react to it? In this episode, Jason Bergey explores how emotions, not logic, often drive financial decisions during downturns. He explains why many investors misjudge their true risk tolerance and how that can lead to costly moves at…

The Retirement Opportunities You Might Be Missing

The biggest retirement mistakes often happen when small opportunities are missed along the way. In this episode, Jason Bergey highlights key retirement “windows” that can impact your long-term plan—from Social Security timing to catch-up contributions and required withdrawals. He explains how overl…

Retirement Is Just the Beginning—Now What?

What happens after you reach retirement may matter even more than getting there. In this episode, Jason Bergey outlines why focusing only on the retirement date can leave major gaps in planning for the years that follow. The conversation explores the importance of having a purpose, managing lifesty…

Best Of: If Retirement Were a Recipe, These Are the Ingredients That Matter

Political headlines can rattle markets overnight—but should they shape your retirement plan? In this episode, Jason Bergey breaks down how to think about political risk without letting fear drive financial decisions. He explains why durable trends matter more than daily headlines, how to build a re…

A Conversation with Donald Trump Jr.

Jason got the chance to sit down with Donald Trump Jr. at Mar-a-Lago. Hear what the President's son had to say in this exclusive conversation! Ready to connect with Jason?  Visit The Retirement Red Zone today!

Cleaning Up Your Finances Before Retirement Arrives

When was the last time you “cleaned up” your retirement plan instead of your inbox? In this episode, Jason Bergey explains why simplifying your portfolio, eliminating duplicate holdings, and organizing accounts can reduce confusion and improve clarity as retirement approaches. The conversation high…

Preparing for Retirement Before It’s Forced on You

Planning to work longer doesn’t always mean you’ll get the chance. In this episode, Jason Bergey explains why nearly half of recent retirees left the workforce earlier than expected—and how health issues, layoffs, or caregiving can quickly change even the best‑laid plans. The conversation explores …

Why Your “Moderate” Portfolio May Be Riskier Than You Think

Ignoring rebalancing can quietly turn a retirement portfolio into a much bigger risk than you realize. In this episode, Jason Bergey explains why many near‑retirees never rebalance their accounts—and how that oversight can magnify risk just as income becomes crucial. The discussion covers rebalanci…

Best Of: Are You Really Ready? The Retirement Checklist for 2026

A new $6,000 senior deduction is just the start—retirement tax planning in 2026 is more complex (and more important) than ever. In this episode, Jason Bergey explains why tax planning isn’t just for April, how the “one big, beautiful bill” changes the game, and why your biggest retirement expense m…

The Tax Traps That Catch Retirees by Surprise

Getting hit with a tax bill in retirement usually isn’t bad luck—it’s lack of planning. In this episode, Jason Bergey explains why many retirees are surprised by taxes on Social Security, IRAs, and income timing, even after decades of saving. The discussion breaks down the difference between simply…