Mike Upland

Early Retirement Roadmap

Business EN ↓ 79 episodes

Welcome to the Early Retirement Roadmap podcast — a practical guide for people planning for early retirement, navigating financial independence, or learning how to thrive after leaving full-time work. I’m your host, Mike Upland. I retired at 55 in 2024, and this podcast shares the real-world lessons I’ve learned before and after making the leap into early retirement. If you’re in your 40s, 50s, or early 60s and wondering whether you can retire early — or if you’ve already retired and want to make the most of your freedom — you’re in the right place. Each episode explores practical, relatable t...

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Author

Mike Upland

Episodes

Retirement Tax Mistakes that Could Cost You Thousands! 04.03.2025 13:36

💰 Are you unknowingly making tax mistakes that could drain your retirement savings? In this episode of Early Retirement Roadmap, host Mike Upland breaks down the biggest retirement tax traps and how to avoid them. 📉 Learn how improper IRA and 401(k) withdrawals can push you into a higher tax bracket, trigger unexpected Social Security taxes, and even increase your Medicare premiums. We’ll also c...

How Much Do You REALLY Need to Retire? 19.02.2025 12:52

Retirement planning isn’t one-size-fits-all, and the question of “How much money do I REALLY need?” can feel overwhelming. But don’t worry—I’ve got you covered! In this episode of Early Retirement Roadmap, I’m diving deep into the essential factors that determine your retirement number, including: ✅ How to calculate your annual retirement spending 🔢 ✅ The 25x rule (and why it’s not enough for e...

Ready to Ditch the 9-to-5? Your Early Retirement Checklist 19.02.2025 12:07

Are You REALLY Ready to Retire Early? This Checklist Will Tell You! 🚀 You dream of ditching the 9-to-5 grind—but are you truly prepared to take the leap into early retirement? In this episode of Early Retirement Roadmap, host Mike Upland (early retiree at 55) walks you through the ultimate early retirement checklist—covering both financial and lifestyle readiness so you can retire with confidence...

10 Powerful Reasons to Retire Early (Don't Wait Too Long!) 19.02.2025 11:09

🚀 What if you could reclaim your time, health, and freedom—starting now? In this episode of Early Retirement Roadmap, host Mike Upland, a seasoned early retiree, shares 10 powerful reasons why retiring early might be the smartest move you can make. From prioritizing your health to maximizing your time, he breaks down how early retirement can lead to a life of freedom, fulfillment, and opportunity...