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Explore strategies and personal experiences to achieve financial independence and thrive in early retirement.

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I Retired at 55 — 8 Regrets I Refuse to Have at 80
10/4/26

Gen X Followed the Rules. Then the Rules Changed.
9/27/26

I’m Gen X, Retired, and I Just Don’t Care
10/18/26

I Retired at 55. Here's What Retirement Is Really Like.
11/1/26

I Retired at 55—How I Knew I Had Enough
10/11/26

Medicare at 50? Enhanced ACA Subsidies? What Happens in 2027?
11/12/26

I Retired at 55. We've Got Retirement Backwards.
10/25/26

I Retired at 55. Is Someone Else’s Success Keeping You at Work?
11/8/26

Mike Upland

Helping you achieve your early retirement goals and thriving in retirement.

mike@mikeupland.com

a older man and woman smiling and laughing

The content on this website is for informational and educational purposes only, based on my personal experiences and research. Before making significant financial decisions, consult with a certified financial planner, tax professional, or other qualified expert.

YouTube Videos For You

I Retired at 55 — 8 Regrets I Refuse to Have at 8010/4/26

Gen X Followed the Rules. Then the Rules Changed.9/27/26

I’m Gen X, Retired, and I Just Don’t Care10/18/26

I Retired at 55. Here's What Retirement Is Really Like.11/1/26

I Retired at 55—How I Knew I Had Enough10/11/26

Medicare at 50? Enhanced ACA Subsidies? What Happens in 2027?11/12/26

I Retired at 55. We've Got Retirement Backwards.10/25/26

I Retired at 55. Is Someone Else’s Success Keeping You at Work?11/8/26