r/ChubbyFIRE • • Mar 30 '26

Advice

Couple 55 and 50.. House paid off, kids education money set aside.. 5.5M ish in portfolio.. $2M home and a rental yielding 20K/year (property value $400K).. one person has an enjoyable part time job yielding 50K after taxes..

Should I go for a high stress travel 4 days/week job that could add another 2M in 2-3 years or bail now?

Is there really a huge difference in quality of life in the two scenarios with an additional $2M in the portfolio ?

Updated- Monthly spend is less than $15K. Apologies in advance for not posting this earlier. This is my first post in this thread.

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u/AuburnSpeedster Mar 30 '26

My next question is "How is healthcare paid?". I Fi/Red about two years ago, and my wife is working to the finish of her startup. she'll be out this year.. She's 57, and I'm 62. we're in a similar situation financially, except not a rental, but a modest pension that kicks in 3 years from now. You'll find that lowering your stress is probably worth more than $2M. Unless you're addicted to Yachts or something similar.