I haven't seriously considered it, but I think about it from time to time. Being your own boss would be super cool, but running your company means it's ALL on you. As a a side hustle it could turn into full time work -- over time.

At one point I wanted to start my own restaurant, but realized the risk was too much.

This is a great question, have you asked yourself the same question? Hmm, my hobby is baking, I love and enjoy doing it cause it relaxes me. If I had to bake to sell them, it wouldn't be a hobby anymore. So to answer that question is a no-no for me.

If you make your hobby your job, do stop loving your hobby? I love pottery, but if I HAD to make something in order to eat or pay my rent, I might like it less. Short answer: no. I don't like being bossed, but I think I'd like to keep my hobbies happy and a break from work.

I love this question and my hobby has always been golfing but I honestly don't know how to transform that into helping me make money

Yes, I think about it a lot, but health insurance coverage prevents me from doing it.

My friend is a photographer on the side. She definitely loves it. You don't really have to do it all at once. You can set up benchmarks to gradually expand on it.

Been there, done that. Tried to become a professional photographer. I was actually fortunate enough to be picked up as a stringer for a local metropolitan newspaper, and even wrote a few magazine articles and contributed all the photos. I proved I was capable doing the job, the problem is that the job did not pay well, and I was capable of doing other things that were far more profitable in the long run. Now photography is a hobby and engineering is my profession.