As far as Poker goes (at least for Texas Hold’em), I’d recommend sitting at a low stakes table (1/2 no-limit is the lowest most places have) and merely being observant/make casual conversation at the table for a while until you feel comfortable. If you’ve never played, just tell the dealer and they’ll be happy to help you out (most players will notice if you haven’t played before anyways so you’re not really at a loss there). Just play “tight” (a small range of strong starting hands) and that’s a pretty good place to start!
If you’ve got some free time and don’t live in the middle of nowhere, becoming a Lyft driver can be a very lucrative side hustle that allows you make money fast. And right now, they’ve got a promotion going on where any new driver will instantly get a $300 bonus after completing their 100th ride. If you start now and hustle hard on the weekends, you can probably unlock that bonus within a few weeks of driving (and that’s in addition to your normal earnings).