Things to ask yourself before starting a new prog:
1.) Do you have a unique idea that is going to attract 16-24 owners? If not, you are going to have a hard time getting owners - never mind "good" owners - to commit to a league run by someone they don't really know.
2.) Do you have the time to really do this right? Being a prog commissioner is a lot of work, especially around draft time. Setting up lists of available players, running the draft, checking rosters, all takes a lot of time. And an inaugural draft is even more so. You are ultiimately responsible for all that stuff, and it's easy to underestimate how long it takes to do it right.
3.) Do you have regular internet access that will allow you to update frequently, especially during drafts? If you only have access to WIS in the evenings, for example, you are probably going to have a hard time.
4.) Do you have the temperment to work with 16-24 diverse personalities, resolve disputes, build a sense of camaraderie, etc? Being a prog commish involves a lot of headaches, and you need to have the patience to deal with them without losing your cool.