I've been to a few events like this is the past...not with JA, but others. I'd be reluctant to do it again and here are reasons why.
1. It wasn't really a "pool school". It was 4 hours of some exhibition to players at all different levels of the game and a lot of story telling. IMHO, if you want to tell stories, write a book.
2. It doesn't matter whether if you're #1, it's a matter of what you can teach ME in the time we're together. Pull 10- guys around a table for 4 hours and after intros, BS, and old cronies telling stories and you're getting a couple of hours max...and maybe 5 minutes of 1-on-1 time. That's a hefty price to pay so he better be really good at teaching something everyday useful, very quickly.
3. In my experience, most really good players have but one way to impart information...the way they know it. Problem is, people learn differently and when the players get questions they act like they're being challenged and get an attitude. Instructors have to take these questions as opportunities to come up with new ways of explaining things. There's a big difference between being a teacher and being a player...truth is, most "players" can't conceptualize the problems the rest of the world has because they're simply too far past it. To quote an old friend who has been a road player for years when I asked him when was the last time he actually "thought" about making the shot (he was always focused on position) and he replied "Y'know, it's been so long I don't even remember".
4. IMHO, you need a formal curriculum so people know what value they are dropping $200 for. A simple goals and objectives list...and stick to it. This promotes the concept of "professional instruction" and not simply "let's see who shows up and what they want to learn".
5. Of course the #1 reason people aren't dropping cash for things like this is the economy. That means you need to market to a group with more disposable income than your average shortstop on down. It's simply a value proposition...will this $200 make me make at least $200 back?