The Retirement Tax Trap Few People See Coming

Could taxes be the biggest expense in your retirement without you realizing it? Jon Hicks explains how the way your money is positioned—not just how much you’ve saved—can shape your retirement income. He breaks down the three tax buckets—taxable, tax-deferred, and tax-free—and why balancing them ma…

Are You Waiting Too Long to Enjoy Your Retirement Savings?

Are you overlooking the freedom your retirement savings could already provide? From this past weekend’s radio show, Jon Hicks explores how a well-designed plan can help define when and how to spend in retirement. The conversation covers “guardrails” for spending, balancing splurges with long-term i…

Why Do Some Retirees Seem to Have It All Figured Out?

What do people who thrive in retirement do differently? Jon Hicks breaks down four key financial behaviors often seen in those enjoying retirement—from saving aggressively and building income streams to managing risk and planning for unexpected expenses. He also explores the importance of defining …

Is the 401(k) Failing Retirement?

Is the 401(k) really the retirement solution—or just a piece of the puzzle? In this episode, Jon Hicks breaks down the origins of the 401(k) and why it may not be designed to carry the full weight of retirement planning. He explains how many Americans rely too heavily on it, and why a strategy focu…

Why Retirement Still Feels Stressful—Even With Millions

Why do some retirees with millions still feel anxious about spending their money? In this episode, Jon Hicks explores the psychological shift from saving to using retirement funds and why it can be harder than expected. The discussion highlights how fear, habits, and uncertainty can impact decision…

When Waiting Costs More Than You Think

What if chasing the “perfect” financial decision costs you the moments that matter most? In this episode from this past weekend’s radio show, Jon Hicks explores how retirement planning goes beyond spreadsheets and projections. From Social Security timing decisions to the risks of over-saving or del…

Why Your Next Market Reaction May Surprise You

Will you react any differently the next time the market drops? This episode explores how investor behavior is often driven more by emotion than logic, especially as retirement approaches. Jon Hicks breaks down why past reactions to market downturns tend to repeat—and how discipline, planning, and u…

The Tax Mistakes That Could Follow You Into Retirement

Are hidden tax traps quietly reshaping your retirement? This episode from this past weekend’s radio show explores how retirement shifts you from taxpayer to tax manager—and why decisions around withdrawals, Social Security, and account types can affect long-term outcomes. Jon Hicks breaks down comm…

Roth vs. Pre-Tax: Are You Choosing the Right Strate

Should all your retirement savings go into Roth—or is that strategy missing the bigger picture? In this episode, Jon Hicks breaks down the debate between Roth and pre-tax 401(k) contributions, explaining why flexibility—not extremes—can play a key role in retirement planning. He explores how differ…

Sell in May? Why This Popular Strategy Is Being Questioned

“Sell in May and go away” might sound catchy—but does it still hold up? In this episode, Jon Hicks breaks down the origins of this long-standing market saying and why its relevance is being questioned today. He explores how relying on simple investment rules can miss the bigger picture, especially …