I'm not starting an ethics debate. If AA wants to give free cancel and redeposit and blogs like VFTW say you should make speculative bookings, then I have no problem with it as long as I'm in compliance with program rules. Yes, I can't be in two places at once. But how am I supposed to know which flight is going to get canceled thanks to management? And once it gets canceled, they won't book you on another flight. It's tough luck. By that time, a 57.5k flight could become a 400k flight. I've earned my miles and should have the ability to use them. If there's a written policy saying I can't book a trip to Paris on 3 consecutive dates, then I won't. If I'm not allowed to book 2 tickets to Paris on the same day, then I won't.