The guy is a government...ahem, Jedi council...spy and assassin. He's not a nice guy. This is why it works better Ady's way. The one good thing he does in his life is to sacrifice himself for the greater good, a concept I think he just got a grip on when Alderaan was destroyed.
Woha! so it was Obi-Wan's redemption (sort of) in ANH ... O.O