wish i could help you, but i'm not sure what market you're going after.
are you offering something like personalized yearbook photography?
sounds like an interesting idea, but nobody's around here is doing anything like that. most of what is being offered here are action-shot packages at events. you show up and shoot the action, and either print on the spot or sell them online.
What skiprow said is what is done here, too (and my brother does some of that, mostly hockey tournaments to date). I've seen video done as you suggest (teams pay to have games and/or practices videotaped).
Most of the people I know who have tried hitting the high school sports market have ended up making about $3-$4/hour at it, after they take in to account all of the additional work/ promotion/ equipment etc.
I'm not convinced anyone is really making much money at it, other than as a sideline to a more complete professional business that generates portrait sales. www.sportsshooter.com is a good site with a lot of experienced people in this area.
