I was just the sort you’re talking about.
I did contract work so I could stay traveling and lived on money I made in previous full time jobs. It was a very nice way to live compared to the 9 to 5 even though I made less money.
Having enough money to live the way you want is all you need. Hostels are fun.
But in the free time I had, I did end up making a SaaS that set me up very comfortably for the rest of my life.
Cynicism will keep you in your 9 to 5.
"I did nothing but play basketball when I was in high school and I got into the NBA. Cynicism will keep you in your 9 to 5. Anybody can do what I did."
Also: found the guy who had wealthy parents to fall back on so he was always safe to take this sort of risk.
This must be a troll.
Even if your story is true, you can't believe that's generally good advice.