My vote is that you start looking for a debate gig somewhere that's closer to a university where you could get a PhD. I have a couple of former debate colleagues whose colleges actually subsidized their doctoral studies, in fact, so they could tenure them. This is the path a lot of them take so they can gradually move out of the demands of coaching and into full-time teaching as they get older.
1. Closer to a PhD would be great.
2. Subsidized by my employer would be perfect.
I just haven't seen any jobs like this. Maybe I haven't looked in the right place.