1) vs. Bryan BR 2010
2) vs. Punk November Raw 2011
3) vs. Edge RR 2011
Those are the top 3 I'm sure of. After that it gets fuzzy for me. His match against Sheamus at NWO was great. He had a great TV match in 2011 I believe. His TV matches in 2010 against Bryan were great as well. Problem with Ziggler is he has such a plethora of good-great matches, a lot of them I've forgotten about as they've gotten lost in the shuffle.
I like the match Ziggler had with Edge on Smackdown building to Bragging Rights 2010 more than the Royal Rumble 2011 match they had. I actually feel the latter is a bit overrated. The Smackdown match was actually a qualifying match for Team SD @ BR:
I'm also a fan of Ziggler/Mysterio from Night Of Champions 2009. Undoubtedly, Ziggler's best work are his matches with Bryan with Bragging Rights 2010 as his very best match (and Bryan's 2nd best) in the company.
I've got to think about it, but I'm almost positive my top 5 would all be from 2012. Not too big on his character but Sheamus's ring work is superb and his 2012 is Wrestler Of The Year worthy...if it wasn't for CM Punk.