Retire SMART Podcast

Ep 378. What Medicare Does NOT Cover

David is joined by CFP Blake Grimm to break down the latest Medicare updates, including rising Part B premiums and changes to prescription drug costs. They walk through what Medicare actually covers — and what it doesn’t — from dental and vision to long-term care and ambulance rides. If you’re nearing retirement or already on Medicare, this is a must-listen to avoid costly surprises.

Ep 377. Is AI Helping or Hurting Jobs?

David breaks down the highlights from this year’s State of the Market Address, where people gathered to hear his take on the economy, inflation, and what’s really driving policy decisions. He dives into the Fed’s credibility, the Supreme Court’s tariff ruling, and whether AI is actually moving the needle on economic growth. If you want a no-nonsense perspective on markets and headlines, this one delivers.

Ep 376. The Slow Downfall of Wall Street

Today, David unpacks Riston’s Law on a global scale — from the Dutch origins of Wall Street to modern wealth migration as countries experiment with taxing unrealized gains. The conversation explores how capital moves where it’s treated best, what that means for investors and retirees, and why proactive tax strategy matters more than ever. Plus, a powerful reminder that retirement isn’t just about money — it’s about purpose, planning, and making sure your life still matters.

Ep 375. How AI is REALLY Affecting Jobs.

Are tariffs partly to blame with all the rising prices? Where AI would be expected to reduce work, does it actually intensify it? And is President Trump doing too little, too slowly to address the housing situation? David Brooks has answers to these questions in today’s Q&A episode.

Ep 374. The Most Impactful Retirement Strategy, With Mark Rowlette

This episode features guest financial advisor Mark Rowlett with South Shore Retirement Services; he and David dive into why proactive tax planning is one of the most overlooked — yet most impactful — parts of retirement and wealth strategy. The conversation covers how taxes can erode retirement income, why location and policy matter, and how smart planning can help families keep more of what they’ve earned. If you want to understand the real power of tax strategy, this episode is a must-listen.

Ep 373. A Little Tax Refund Surprise

Today’s show opens with reflections on leadership, generosity, and community impact before diving into today’s financial news. David and Chip unpack positive inflation data, tax refund surprises, and federal workforce changes, along with a case study on how policy decisions affect businesses and workers. It’s a mix of perspective and practical economics you won’t want to miss.

Ep 372. Nebraska Outperforms on Income Growth

This episode covers some surprising economic trends — including why Nebraska is outperforming much of the country when it comes to real income growth — and what that means for workers and business owners. We also dig into concerns about government spending, business incentives, and the challenges small businesses face navigating bureaucracy. Plus, an important conversation about retirement that goes beyond money — focusing on purpose, fulfillment, and why having a plan for life after work truly matters.

Ep 371. Inheriting an Annuity from the Passing of a Loved One

With long-term care being a complicated and expensive process for us, while we’re in our 60s and in good health, is it really worth the trouble going through? What am I supposed to do with an annuity I inherited after my mother’s passing? And what are David’s thoughts on me rolling over my 401(k) while I’m still working? David Brooks has answers to these questions in today’s Q&A episode.

Ep 370. Tips for Business Owners During Tax Season

This episode focuses on what business owners should be thinking about during tax season — from proactive tax planning to maximizing the value of your company. We break down strategies like the Qualified Business Income deduction, accelerated depreciation, and how proper planning could potentially save millions in taxes when exiting a business. If you’re an entrepreneur, this conversation is packed with opportunities you may not even realize exist.

Ep 369. The Biggest Loss From Winning the Big Game

This episode covers everything from hosting client events to breaking down the latest economic headlines. We dive into strong jobs data, what it could mean for interest rates, and even the surprising tax hit an NFL Big-Game–winning quarterback could face. It’s a fast-paced conversation on money, markets, and the real-world impact of policy decisions.