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Artwork for Early Retirement Roadmap

Early Retirement Roadmap

Mike Upland
Retirement Planning
Retirement
Health Insurance
Early Retirement
Inflation
Sequence Of Returns Risk
Investment Strategies
Financial Planning
Financial Independence
Healthcare Costs
Retirement Announcements
Taxes
Social Security
Affordable Care Act
Monte Carlo Simulation
Financial Insecurity
Financial Advisors
Roth IRA
Cash Buffer
PTO Policies

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

PublishesWeeklyEpisodes48Foundeda year ago
Number of ListenersCategories
InvestingBusinessEducationSelf-Improvement

Listen to this Podcast

Artwork for Early Retirement Roadmap

Latest Episodes

Build a cash runway for retirement so you’re not forced to sell stocks in a down market. Learn how many years you need, how to build it, where to hold it (HYSA, CDs, T-bills), and simple refill rules.

If you’re retiring early (or already retired), s... more

ACA subsidy payback at tax time? Form 8962 + 1095-A reconciliation can trigger a surprise bill when your MAGI ends up higher than expected. In this episode, I’ll you'll learn why it happens, how to fix it, and how to prevent it next year.

If you had... more

Market volatility and choppy markets can wreck retirement plans—if you react the wrong way. In this episode, I share a simple framework to stay calm, avoid panic selling, and protect your long-term investing plan.

If you’re investing for retirement ... more

ACA premium shock for 2026? If your Marketplace/Obamacare health insurance premium jumped, this video shows 10 practical ways to pay less all year by controlling MAGI (modified adjusted gross income) and avoiding costly income mistakes.

Health insur... more

Key Facts

Contact Information
Podcast Host
Number of Listeners
Find out how many people listen to this podcast per episode and each month.

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Host

Mike Upland
Host of a podcast dedicated to early retirement, sharing personal journeys, practical strategies, and actionable advice for navigating early retirement and financial planning.

Reviews

4.8 out of 5 stars from 19 ratings
  • Short and sweet but good content

    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.

    Apple Podcasts
    5
    Krugalug
    United Statesa month ago
  • So valuable!

    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.

    Apple Podcasts
    5
    Carpelearn
    United States9 months ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Listeners appreciate the podcast for its succinct and impactful content, often highlighting the value of the practical strategies shared.
Many find the discussions on financial planning and retirement relatable and insightful, praising the host's ability to clarify complex topics.

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Talking Points

Recent interactions between the hosts and their guests.

The Cash Runway Plan: Build It, Store It, Refill It
Q: How would you suggest someone nearing retirement go about building a cash runway?
Consider reducing 401k contributions, selling invested assets, or curtailing spending, as each has its pros and cons.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Listeners per Episode
Gender Skew
Location
Interests
Professions
Age Range
Household Income
Social Media Reach

Frequently Asked Questions About Early Retirement Roadmap

What is Early Retirement Roadmap about and what kind of topics does it cover?

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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How many episodes of Early Retirement Roadmap are there?

Early Retirement Roadmap launched a year ago and published 48 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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