A friend of mine did this as a money-making venture with some NBA team and definitely lost. He got a great deal on the season tickets and it seemed like a no-brainer, but it just didn't go like he expected. This is a smart kid who actually ran the ticket db for the Blues at the time, and it's a pretty funny story. I forget how it works exactly (I think they email you printable fedex labels or whatever), but that's not the problem. Someone has to buy them and if they do stubhub gets 15%.
I wouldn't do this to make money, but I know I wouldn't go to 45 games/year. I would just want a way to just dump some of the tickets I don't use/can't give away. Basically I want to go to more games, avoid the huge secondary market markup, and have access to playoff tickets (again minus the huge secondary markup). The Bulls are one of those teams though that if you were able to get good seats for, it's hard to imagine not being able to make money. I did put my name on the list, and there are 6,000+ in front of me. I know a guy at work that got ST's this year, and they aren't good seats at all. If they were to call with upper level corner seats 5 rows from the top ... no, not going to do that.