If it's a "local" league, there are a few things that can make it a bit more fun, or at least exciting even when you're not winning. I collect about $30 from every owner at the beginning of the year, and that goes towards paying for the league, but also leaves quite a bit for prizes. We bought a pretty decent trophy the first year that gets passed along to the winner every year. The winner also gets a Jersey of their choice, 2nd and 3rd place get t-shirts, etc. Division winners get "division winner" t-shirts. We also have some other various prizes that do not have to go to top place finishers, as well as a "last place" gag trophy. I keep the league board active, with new info, stats, etc. so they can check back regularily, and have new stuff to go through. I can take a lot of work to be a commish, and usually it pays off, but inevitably you will have some owners that are not interested. If there is money involved you can set a certain deadline to have money in by, or they will get replaced. That should at least help with getting some kind of response out of them, without having to hound them.