
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, ... more
| Publishes | Weekly | Episodes | 74 | Founded | 2 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | InvestingBusinessEducationSelf-Improvement | |||

Why is Gen X quietly done with work? As an early retiree, I break down 7 reasons Gen X is rethinking careers, early retirement, financial independence, and the value of time.
I retired at 55, and being on the other side of work has changed the way I... more
After retiring at 55, I discovered that early retirement is about more than money. Here are the retirement lessons I wish I knew at 40 about time, health, work, freedom, and family.
When I was 40, I thought retirement planning was mainly about reach... more
I retired at 55, and I learned that a large 401(k) alone doesn’t solve every early retirement problem—especially access, ACA health insurance, taxes, and market downturns.
In this episode, I walk through five problems our 401(k)s alone could not sol... more
The big question that's always asked when it comes to retirement planning is do you have enough money? But the risk nobody warns you about is retiring too late.
After retiring at 55, I’ve learned that money is only one part of the retirement decisio... 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.
How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.
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Apple Podcasts | #205 |
Recent interactions between the hosts and their guests.
Listeners, social reach, demographics and more for this podcast.
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The show centers on practical, real-world strategies for achieving and thriving in early retirement. Episodes frequently tackle planning for retirement income, health insurance before Medicare, ACA considerations, taxes, Social Security, withdrawal strategies, and managing market risk, all through a hands-on, experience-based lens. Listeners can expect clear frameworks, personal anecdotes, and actionable steps to balance money, health, and purpose, with a strong emphasis on mindset shifts, deliberate spending, and designing a meaningful post-work life. A notable strength is the host's transparent sharing of his own early-retirement journey, accessible budgeting tools, and a willingness to address both financial math and the emotional side o... more
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5. Stay Wealthy Retirement Podcast
Early Retirement Roadmap launched 2 years ago and published 74 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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