-Worst wrestler with politics-> Triple H . I hate the guy and I believe his politics put him where he is now, otherwise he is nothing special
Second must be the nWo with how they ruined things in WCW killing younger talents and being arrogant, Hall said he went to wrestle drunk. But then again, they provided kind of the best entertainment in prowrestling history so... you judge.
-When Vader was in the WWF he really seemed under-used, I guess he was to WWF what Bret was to WCW. He really had it all to be something on par with Goldberg 99 or Lesnar 2016. But IIRC he was shown more to be like a monster wrestler like Kane. I really could see Vader in the WWF as Hogan is in WCW.
Of course its very easy to judge in retrospect, but back then when you are in the moment its very hard to call decisions that could easily make you or break you.