Early Retirement Roadmap
Welcome to the Early Retirement Roadmap podcast, your audio guide to preparing for and thriving in early retirement! If you’re dreaming of retiring early but feeling overwhelmed about where to start, or if you’re already retired and looking to make the most of your freedom, you’re in the right place. I’m your host Mike Upland, and I successfully retired at 55. Through this podcast, I share my personal early retirement journey—the victories, the challenges, and all the essential lessons I’ve learned along the way. Each episode delivers practical strategies and real-world insights on crucial topics like financial planning, developing the right mindset, and finding purpose in retirement. You’ll hear candid discussions about the realities of early retirement, actionable tips for building wealth, and inspiring stories to help you navigate your own path to early retirement. Whether you’re just starting to explore early retirement or fine-tuning your existing plans, this podcast provides the roadmap you need to build a financially secure and fulfilling post-career life. For visual guides and additional content, be sure to check out the Early Retirement Roadmap YouTube channel, where I share complementary videos and resources to support your early retirement journey. Your early retirement journey starts here—subscribe now to ensure you never miss an episode!
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Episodes
Wednesday Feb 19, 2025
Wednesday Feb 19, 2025
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 early retirees) 📊✅ The impact of inflation, healthcare, and lifestyle choices on your savings 💸✅ Common mistakes that can derail your retirement 🚧✅ Smart strategies to make your money last 35+ years ⏳
I’ll also share my personal experience retiring at 55 years old, the lessons I learned along the way, and how you can create a plan that gives you true financial freedom.
👉 Want to stress-test your retirement plan? I highly recommend Boldin.com (think TurboTax for retirement planning) to model different financial scenarios and see if you're really ready.
🔔 Don’t forget to subscribe for more tips on early retirement! If you found this episode helpful, please leave a review—it really helps the show grow!
🎥 Watch the visual version of this episode on my YouTube channel: Early Retirement Roadmap.
🎥 When you’re not on the go, for my real-life stories and experience in early retirement, check out my Youtube channel Early Retired & Real.
☕ Enjoyed this show? Support me! Buy me a cup of coffee here!
🌐 MikeUpland.com – Connect with Mike & explore retirement resources
🚀 Start planning your dream retirement today!
Wednesday Feb 19, 2025
Wednesday Feb 19, 2025
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.
🔹 Do you have enough savings to sustain a long retirement?🔹 Is your investment strategy strong enough to outpace inflation?🔹 Have you planned for health insurance and unexpected expenses?🔹 More importantly—are you mentally and emotionally ready for this big life change?
Mike breaks it all down and shares personal insights from his own early retirement journey—so you don’t have to figure it out alone. Plus, listen to the next episode, where we’ll dive deeper into how much you really need to retire early.
🎧 Subscribe now so you don’t miss it!
👉 Resources & Links:🔗 MikeUpland.com – Connect with Mike & explore retirement resources🎥 When you’re not on the go, check out Mike’s Early Retirement Roadmap YouTube channel for more insights and inspiration. And for my real life stories and experience in early retirement, check out his Youtube channel Early Retired & Real. ☕ Enjoy the show? Support me! Buy me a cup of coffee here! ap for more insights
Wednesday Feb 19, 2025
Wednesday Feb 19, 2025
🚀 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.
🔹 Feeling stuck in the daily grind?🔹 Wondering if you can really afford to retire early?🔹 Dreaming of a life with no alarms and total flexibility?
Mike shares personal insights, expert advice, and mindset shifts to help you take control of your future. Whether you're already planning for early retirement or just starting to explore the idea, this episode is packed with actionable takeaways.
🎧 Next up: In the next episode, we’ll cover financial and non-financial signs that you’re ready to retire early, and after that, we’ll dive into how to determine how much you really need. Don’t miss it!
🎙️Enjoying the podcast? Help keep it going!☕Buy me a coffee here.
🎥 When you’re not on the go, check out my Early Retirement Roadmap YouTube channel for more insights and inspiration. And for my real life stories and experience in early retirement, check out my Youtube channel Early Retired & Real.
👉 Connect with Mike at mikeupland.com and check out his YouTube channel Early Retirement Roadmap for even more tips.