Originally Posted by Closet_Gamer
A few thoughts...
Regarding #2...perhaps "stress test" your portfolio. If your equity components dropped 20%, are you still FI? 30%? 40%? If so, I think you can safely set restriction #2 to the side. You could also adjust your AA to make an equity market correction (bust) less impactful.
On #3...given the state of things, that could be true when you FIRE and not true a year later. Seems like you should set that one aside and live life.
On #4, that seems inverted...if you're not healthy you may need/want to not work to focus on your health. If you are healthy, enjoy the FIRE.
Can't speak to #1...that's family stuff and the older I get the less inclined I am to offer advice on that front!
On #2, I just reached FI. In two years, I don't know where the market is going. If it is lowers, maybe I should keep working.
On #3, according to the current rule, I will be eligible for buying my current employer's group insurance for around $16,000 a year (the current year price) in two years.
On #4, this may deserve another thread. If I am not healthy, I have to hang on with a reliable health insurance plan, which is my employer's. Also, lots of benefits are associated with employment, i.e., term life insurance, disability insurance, etc. I am just basically FI, larger medical expenses might put me backwards from FI.