I've read so many things in these stories that sparked memories about my path in life. Ignoring many of those points, the "simple" version of my story is my parents (and grandparents on my mom's side) showed the benefits of college degrees, LBYM, investing, etc. My father's mother showed the benefits of a federal career. Also a family friend inherited millions and retired in his 30s, so I saw the benefits of FIRE early-on. He also made bad investments and lost a lot of that money, so I also learned not to make certain mistakes. So I had a good base to work from, and then I made additional decisions that reinforced my desire to save, and then several fortunate events lead me to FIRE.
I started my own lawn mowing biz at 14 which grew through high school, and as a result I always had piles of cash. I saved some - blew a lot more - was given some ATT stock from a family friend, and all of that ended up paying for flight lessons my first 2 years of college. Lesson learned: having money gives you options. I started saving in a 401k at 22, started learning about investments pre and post-tax (had a 40% year in my post-tax account one year), finally graduated Summa Cum Laude as a programmer, and was recruited into the US gov't at 27 into the same agency that my grandmother worked for. That lead me to a 6-figure income for 2/3 of my career and a great work-life balance. Family and friends wondered why I didn't take a 6-figure job with a dot-com company, but then the dot-com bubble hit and they all lost their jobs or took massive pay cuts, and their 70-hour weeks became longer. My situation was better all-around. Lesson learned: my instinct to follow the longer but more-stable path was the right one.
I continued saving in the TSP (gov't 401k) and for a very long time I expected my retirement date would be June 29, 2029 after 30 years. I could recite that date in my sleep. I was on track to have more money at age 57 than I would know what to do with, with several spreadsheets to prove it. Then a divorce at 45, the covid lockdown at 48, and a ton of job stress started to change my perspective on what I really wanted. On what I really needed. Plus I had a lot of silver linings that all lined up at once. I won the divorce lottery, with an amicable separation where I kept my own savings, house, camper and kids. The low rates in 2020 let me refinance my house at 2.625% which improved my cash flow considerably (I assumed full responsibility for a 2nd mortgage in the divorce and I got rid of this). Losing my spendthrift wife let me kick my savings into higher gear and get back into post-tax investments (I had always saved at least 10% + match in 401k/TSP before this). I had heard of FIRE several times in the past, and that realignment of my actual needs kept percolating in my mind...
And then my agency offered an early-out when I was 50. That would let me keep cheap healthcare for life and give me an immediate pension, which would increase about 65% at age 57. Plus I found out about SEPP/72T, so I could tap into those 28 years of savings. Those last 3 points ensured my basics were all covered with some room to spare. Plus I had my post-tax Vanguard account for fun money, and with continued good fortune it would let me pay off the mortgage in the nearer future (but at 2.625% I'll probably get a recast and let it ride). Suddenly June 29, 2029 became July 30, 2022 and I was FIREd. My boss convinced me to come back for a while; less stress with my full salary for 6 more months was a good incentive, and I could just quit if it didn't make sense. So after 37 years of working, slower and steady won the race and money gave me options.