Not to go totally off the rails, but if you're still pretty young it might serve you well to get on with a 135 operation for a little while. A year in a citation or learjet would be a nice preparatory buffer between flight instructing and this. On a side note, it would also tell you how you feel about flying on that side of the industry so you don't have to second-guess yourself about making the right decision when you're sitting airport standby.