First, after repeated landings, fork springs will get perceptively and... increasingly softer (that's when
I decided to keep the front wheel on the ground, no matter what). Then, seals within the fork will gradually give up. Oil seepage will start showing on the fork legs (that's when a friend of mine who loved to "get it up" started to complain about the quality of Triumph's forks).
Symptoms common to ALL bikes that endure compulsive wheelies, no doubt. But the Rocket's sheer mass causes such symptoms to appear earlier under the same kind of duress. And, all of sudden, to appear severe. Fixes are costly, mind you.
Advice --however conservative or unpleasant-- is:
DON'T
Jamie