What is your biggest 'bet-on-self' move?

me: quitting my Architecture job ( after 10 years of time and money spent on being one! )

I taught myself how to code while riding subway in nyc and during lunch breaks. 

Became good enough to get my first engineering job for 30k/yr and never looked back!  It's been the 2nd best decision of my life ( no. 1 being marrying by bestie!)

Cashed in a bunch of savings bonds when I was 19, dropped out of college and got a partial refund on my tuition and books, then put it all towards my first business. 

The business eventually failed (along with several other ventures). 

I yeeted my entire life savings into eth at $0.80. Made enough money to get into a coding bootcamp. 

Started a crypto project.

Rest is history.