If your concerns are onboarding process and talking to lawyers, you would be absolutely out of your mind to hire someone who says "I'll work on stuff that pleases me when I feel like it for little money. And no tech screens, please!".
A better match is an owner-run tiny software company. "We have an open source Python client library. It needs type hints. Sound interesting? Here's a link to the repo and some docs. I'll give you $5/hr in ETH up to $100 for whatever you do by the end of Friday." Then on Friday afternoon you maybe have some type hints and pay out up to $100.
I'm picking on your comment in particular, but it's crazy to me how much criticism this guy is getting. He wants to try something new, and so many people are telling him what he should be doing, or why being on the other side of this trade is so terrible. Let's just let them make up their own minds. Let's stop trying to cram each other into little boxes.