I have a lot of hobbies but have never made any money off any of them, mostly due to my perceived cost/benefit for each. I also enjoy my hobbies and not sure if that would change if they became closer to being "work". If anyone has examples of succeeding in this area or has suggestions for my personal list, I'd be interested to hear. Piano - I had good teachers and think I could teach beginners/intermediate with just a little guidance. Have a piano in home (although norm seems to be going to student's home). Just doesn't feel worth the time and effort. Have never played with any sort of band but that would interest me more than teaching (although would require buying a better keyboard and equipment). Basketball - Had very good coaching through high school (starter at La. 5A playoff team) and feel that I also have a good system for individual improvement. I've seen ads for part-time coaching but usually appear to be associated with the AAU type organizations. Doesn't seem worth it. Personal trainer - Not licensed and not sure about that process. I've been reading nutrition/exercise articles for over a decade now and have increased my knowledge significantly. Have started taking some of the Les Mills classes over past few years but those instructors are really good and don't think I have any ambition of teaching. Still, wouldn't it be better to be paid for exercising rather than paying a monthly gym fee? Contributing to blogs/forums - Most on this site are giving their opinions for free. If there is a topic that interests me, I feel that I could produce quality work if given time. If I searched long enough, there are sites that would pay something for quality work (think that textbroker may be one of them). Fantasy football - I spend about $500/year playing in leagues with friends and have pretty much broken even over the past 15 years. I don't think I'd make money if playing more often in the daily leagues. I also have probably lost money with small poker tournaments between friends.