Honestly, I imagine him to retire undefeated and I think he should retire undefeated. When he reach 30 victories, I think he should retire and when he does, undefeated, having beaten guys like Kessler, Bika, Abraham, Froch and Dawson, he will be remembered as the best.
He could retire now and be remembered as one of the best, but if he just takes it that extra step and beats Dirrell and Lucian Bute... Then he has truly cleaned everything up.