We're in almost opposite circumstances, my brother. I'm older, married/family and have plenty of $$$ and the one thing I'm most scared of is getting busted and losing it all.
The only person who has ever caught me was my wife about 10 years ago and that was because I was going straight up escort. I was dumb. Using my real cell number, not scrubbing my browser history and not very discreet at all. Now, I only go AMP, I don't even use a burner, I always use cash and I park a few blocks away and around a corner. All this is probably way too much but I'd rather be WAY too difficult to identify than way too easy to identify.
Good luck out there, my brother. Remember, if something feels off, just leave.