
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 in 2024. Through this podcast, I sh... more
| Publishes | Weekly | Episodes | 60 | Founded | a year ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | EducationBusinessSelf-ImprovementInvesting | |||

Early retirement, retirement planning, and financial independence all require more than just money — they also require boundaries. I’m 57 and retired, and these are 5 things I never tell anyone.
Some information is powerful. And once you share it, y... more
Running out of money in retirement is one of the biggest fears. I retired at 55, and in this episode, I share the 7 layers I use to protect my retirement plan.
When I was preparing to retire early, I kept asking myself: What if I’m wrong? What if th... more
Gen X retirement won’t look like Boomer retirement. Here’s why retirement planning is changing for Generation X, from Social Security to health insurance, 401(k)s, and early retirement.
For many Baby Boomers, retirement followed a more familiar path... more
Early retirement, retirement planning, retired at 55, and what to know before retirement—here are 10 lessons I’ve learned after 17 months of early retirement that could help you plan smarter.
When I retired at 55, I thought the hard part was getting... more
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I have been binging Mike’s podcast recently. So much valuable information for people like me that have retired early and for those who aspire to do the same. Thanks Mike!
Mike's podcast is great! He effectively and efficiently packs a lot of useful info into each episode, and it is clear that he enjoys sharing the knowledge he gained while preparing for his own retirement. Highly recommended, even if you are not planning to retire "early"!
I really like this podcast. It has good content and is broken up into consumable chunks. Thank you Mike for putting in the time to do it.
I’m so grateful for this broadcast. Mike does such a great job explaining the basic and not so basic lessons around retirement. I love the depth of his research and the way he explains things in a way that it’s easy to understand. I don’t have a plan to retire soon and yet I’m finding this so valuable. Thanks Mike.
Key themes from listener reviews, highlighting what works and what could be improved about the show.
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Apple Podcasts | #147 | |
Apple Podcasts | #205 |
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The show centers on practical, actionable strategies for planning and thriving in early retirement, with a strong emphasis on financial preparation, health insurance, taxes, and mindset. Episodes blend personal experience with concrete frameworks, tools, and checklists designed to help listeners model spending, optimize MAGI, manage withdrawals, and bridge income. A standout feature is the host's candid, experience-driven approach, often linking concepts to real-world scenarios and providing resources via Patreon and planning tools. The format and topics suggest a reliable, plan-driven resource for serious savers and early retirees seeking clarity, structure, and peace of mind in their post-work life.
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1. Early Retirement - Financial Freedom (Investing, Tax Planning, Retirement Strategy, Personal Finance)
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3. Retirement Answers
4. Retirement Starts Today
5. Stay Wealthy Retirement Podcast
Early Retirement Roadmap launched a year ago and published 60 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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