I would bet that at least half of the 9 year olds on "the best" 9 year old travel teams never set foot on a high school baseball field. So forget about that. Keep him playing, make it fun. My opinion is the summer after 9th grade, then if college baseball is still his goal, get on a team that gets exposure, has a coach or organization that has contacts and goes to tournaments where they'll be seen. before that, just make sure he's learning and having fun.