If Wainwright ends up winning 175 games (halfway there), closing out an LCS and a World Series, and winning a Cy Young (possible this year) he'd easily be the best pitcher the org has had since Bob Gibson. He's a lock to finish second in franchise history in Ks.
If Sutter's and Boyer's numbers are retired Yadi and Waino should get the same treatment (honestly, so should Carp).
A great shot is when you pull it off. A smart shot is when you don't have the guts to try.