
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 | 56 | Founded | a year ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | Self-ImprovementEducationBusinessInvesting | |||

Social Security is a much bigger part of early retirement planning than most people realize. In this episode, I share early retirement planning tips on claiming age, portfolio pressure, and how Social Security can change when you can retire.
Most pe... more
Early retirement planning tips matter a lot when it comes to Roth conversions. In this episode, I explain why your Roth conversion window can close faster than you think — and how ACA subsidies, Social Security, IRMAA, taxes, and timing can all shrin... more
Retiring soon? In this episode, I cover the biggest retirement planning mistake people make before retirement and the 7 things to figure out now, including spending, taxes, health insurance before Medicare, withdrawal strategy, and cash runway.
A lo... more
Early retirement planning is not just about net worth. In this episode, I break down the retirement number that matters more, plus ACA health insurance, taxes, spending, and sequence risk.
Most people ask, “How much net worth do I need to retire?” B... 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.
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Focused on the journey to early retirement, this audio guide provides practical strategies and deep insights aimed at both nascent and seasoned retirees. Hosted by an individual who retired at 55, the content includes discussions around financial planning, health insurance complexities, tax strategies, and cultivating a meaningful post-career life. Each episode features a mixture of personal anecdotes, actionable advice, and candid discussions about the realities of retirement, all crafted to empower listeners to navigate their own paths toward fulfillment in retirement. This unique combination of personal experiences and expert knowledge makes it a valuable resource for anyone interested in achieving early retirement or improving their cur... more
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4. Stay Wealthy Retirement Podcast
5. Retirement Answers
Early Retirement Roadmap launched a year ago and published 56 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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