Early Retirement Roadmap

You’ve worked hard, saved diligently, and now retirement is here! But nobody warns you about the six major things that disappear the moment you leave the workforce. If you’re not prepared, these chang...

14 Apr 202510min

Planning for early retirement in 2025? Before you hand in your notice, this episode of Early Retirement Roadmap is your essential guide to navigating the biggest risks facing early retirees this year....

7 Apr 20257min

Thinking about early retirement or already living it? This episode is your wake-up call — and your roadmap. In this powerful and personal episode of The Early Retirement Roadmap, I talk about the reti...

1 Apr 202513min

Investing in index mutual funds sounds like a safe bet, right? Well, I thought so—until I got hit with an unexpected $17,000 tax bill. In this episode of Early Retirement Roadmap, I break down the hid...

24 Mar 202511min

You’ve run the numbers, planned your finances, and dreamed of early retirement—but fear is still holding you back. You’re not alone! What if I run out of money? What about healthcare costs? Will I be ...

17 Mar 202516min

Planning to retire? Announcing your retirement isn’t as simple as picking a date and telling your boss—it’s about strategy, timing, and setting yourself up for success. In this episode of Early Retire...

17 Mar 202515min

You’ve saved up, planned carefully, and are ready to enjoy your retirement—so what could possibly go wrong? In this episode of Early Retirement Roadmap, host Mike Upland reveals a critical mistake tha...

11 Mar 202511min

Thinking about early retirement but worried about health insurance? You’re not alone! Healthcare costs are one of the biggest reasons people delay retirement. But don’t let that stop you! In this epis...

4 Mar 202514min