I think getting out of your comfort zone on a course you play regularly is a great way to improve your game, it makes you think about differnent ways around the course, and play some different shots that you may not normally play over the accumlation of many rounds on the same track.
However, in my case, I probably play about 50 rounds a year, most of which come on 2 annual trips I make, and a vast majority of these rounds come on courses I have either never played, or have played only once or twice before. In that case, I would almost always tend to play the tees that were in the 6500-6900 range on the course. I feel like that best represents my abilities as a 10.9 index golfer.
I once shot an 82 from the back tees at Olympic, but it was the best round of 20 on a 2 week trip, and also the last round of the trip. By then I was in a groove and my short game was really on that day. Still, I was hitting Driver, 3 wood or Driver 3 iron into a lot of holes, had no chance to reach any of the par 5's in two, and had to putt out of my mind to score well.
Playing the back tees as a short hitter will certainly help your short game and scoring abilitity, but doing it every time you play just wears you out and takes some of the fun out of the rounds for me. I get a thrill out of just being at some of these great courses, I dont need to play them for my one and only time on a set of tees that would have me grinding all day long.
Now, if you are a hack like me, and can play the back tees and keep up and and it makes you happier, then more power to you, keep up the good work. But we all know that isnt the case the vast majority of the time.