Really, Wobbuffet can only really switch in once or twice in the match, because it really does take a lot of damage from attacks, especially when there's stuff like Spikes/Stealth Rock up. If Spikes and Stealth Rock are both up, Wobbuffet's going to be taking 37.5% each time he switches in, which severely neuters his ability to take hits and actually do that Encoring.
What does Wobbuffet do if he accidentally gets a sub in his face because he tried to Counter or Mirror Coat?
That's assuming you go all out and attack. I just faced one and it was rather annoying to face if your Pokemon needs to stat-up to hit hard enough (aka not a Choice user).
tmt = Iggybot?
I just faced you. <_<
My Bulkydos only did 70% with Waterfall after 4 DDs. =/