You sound like you are a natural risk-taker. Upping sticks and moving to San Francisco and Hawaii. Going all in on crypto.
Some people are comfortable with risk, some are not. I inherited some money in 2016 and ummed and ahhed over buying some bitcoin, but in the end paid off my debts as the cautious side of me won out. I ended up missing the 2017 bull run as well as the current. Caution dampens the highs as well as the lows.
RE: I was homeless twice. Thanks to Crypto, Steem and Hive