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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!

💼My Favorite Retirement Planning Tool. If you're serious about planning for early retirement, you've got to check out Boldin. It's a powerful tool that helps you map out your financial future -- whether you're a DIY planner or just want to stress-test your retirement strategy. I personally use it and highly recommend! Try Boldin here: https://go.boldin.com/earlyretirementroadmap

Disclosure: This is an affiliate link, which means I may earn a small commission at no extra cost to you. It's a simple way to support this podcast and the content I create. Thank you!

✅ FREE Early Retirement Planning Checklist
Whether you're just getting started or refining your plan, this free guide will help you take the next step! Download my free 12-step early retirement planning checklist—a practical, easy-to-follow guide that walks you through everything from calculating your FIRE number to building a tax-efficient withdrawal strategy.
👉 Get your free checklist here: https://payhip.com/b/IBj3q
I created this to help others like you pursue financial independence and retire on your own terms and as a thank you to my viewers. Whether you are years away or almost ready, this checklist will help you retire smarter and sooner and is the perfect companion to everything I share on this podcast.

👉 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.
☕ Enjoy the show? Support me! Buy me a cup of coffee here!

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36 episodes