Having run a league management web app for the past 4.5 years, here are some things I've learned: - Make prepaying easy. A lot of the time you're dealing with

Having run a league management web app for the past 4.5 years, here are some things I've learned: - Make prepaying easy. A lot of the time you're dealing with a volunteer or parent who has to pay for it themselves and get reimbursed from the organization. This is a pain if you're billed monthly. - Don't spend any effort targeting municipalities or schools. The amount of time and red tape they have to go through to pay for a service like yours isn't worth it for them. And a lot of times their league stuff is a small part of a much bigger software package that runs the whole city or school. If you can't integrate with that, you're out. - Scheduling and registration are where the money is at, everything else should be free to drive traffic to those. Those are by far the two most common and hardest problems for people to solve. They're easier to bill for too since you can do it per instance instead of a subscription. If I were to start over, those would be my focus. - Pick sides: youth or adult leagues? leagues, teams or clubs? You can't possibly serve all 8 combinations of those well through one interface. Separate the different feature sets into unique products. - I had very little success with AdWords, but my marketing site is awful so ymmv. Feel free to get in touch (see profile) if you want to talk more or buy my app from me ;)