

Why Waiting to Plan Can Cost You in Retirement
Retirement has a way of sneaking up on you faster than expected. In this episode, Steve Standley explains why waiting to plan—or trying to figure it out later—can limit options when retirement is suddenly closer than it looks. The discussion covers procrastination pitfalls, the importance of saving…

Working Because You Want To—Not Because You Have To
Working longer should be a choice, not a financial requirement. In this episode, Steve Standley explores strategies for people who want the freedom to keep working—or walk away—on their own terms. The conversation covers building an income floor, managing market volatility, addressing debt, and way…

A Special Conversation with TG Sheppard and Kelly Lang
A special conversation with Steve Standley and TG Sheppard and Kelly Lang from CRS 2026 in Nashville! Ready for your Retirement Paycheck? Connect with Steve today.

The Retirement Transition Nobody Prepares You For and An Interview with Chase Matthew
Preparing for retirement isn’t just about money—it’s about what life actually looks like when the workday ends. In this episode, Steve Standley explores the often‑overlooked non‑financial side of retirement, including how couples adjust to new routines, shared space, and changing roles at home. The…

The Estate Planning Mistake That Could Cost Your Family
What happens to your “stuff” when you’re gone—and why does estate planning matter more than you think? This episode of the Retirement Paycheck Show unpacks the real-life consequences of neglecting beneficiary designations, power of attorney, and property ownership across counties. Steve Stanley sha…

Best Of: Where Should Your Money Live in Retirement? The Three‑World Framework
How much cash is too much when you’re heading into retirement? In this episode, Steve Standley breaks down why sitting on excess cash can quietly work against you—and how to think more clearly about where your money actually belongs. Using Warren Buffett’s perspective as a starting point, Steve exp…

What You Can Control When Retirement Headlines Get Loud
Retirement gets harder when headlines drive decisions instead of a plan. In this episode, Steve Standley breaks down how interest rates, inflation, and market uncertainty affect retirement—and what you can actually control. The conversation covers reinvestment risk, the danger of reacting to short‑…

The Paycheck Problem Most Retirees Underestimate
When the paycheck stops, the bills don’t—and that reality changes how retirement planning works. In this episode, Steve Standley explains why retirement success depends less on account balances and more on reliable income. The conversation explores guaranteed income sources, how retirees balance in…

When the Big Check Bounces: Lessons from a Lost Jackpot
What happens when a sweepstakes winner’s dream turns into a financial nightmare? This episode dives into the real-life story of a “$5,000-a-week-for-life” jackpot winner left empty-handed after a company bankruptcy. Steve Standley breaks down the risks of windfalls, the importance of planning, and …

When a Nest Egg Doesn’t Feel Like Income
The biggest fear in retirement often isn’t the market—it’s losing the paycheck you’ve relied on for decades. In this episode, Steve Standley explores why so many retirees feel anxious even when the numbers look solid on paper. The conversation breaks down the difference between saving assets and cr…