Guess may not be exactly the right word but it sure isn't a 100% accurate deal either. They do try to find as much info as possible before trying to make such a switch but it still is closer to a guess than a 100% sure thing.
I agree that just because a DE drops into coverage doesn't mean he can switch to OLB. Just because a OLB can drop into coverage doesn't mean he can play corner. Just because a DT can catch the ball on an interception once in a while doesn't mean he can play WR. I didn't say that the DE should have as high over coverage ratings as the OLB, just that he can drop back into coverage and therefore needs ratings to determine success rate.