There Were Really Two...
The first one directly involved me, the other really didn't.
When I recieved my first standing ovation after a dramatic, not comedic performance. I was used to be applauded for comedy, but when they stood and applauded when I did 12 Angry Men, just for me... That was really special.
The other one was the Steelers 2005 Super Bowl win. I had never seen us win a superbowl in my lifetime, and it's what really got me through alot of bad times by remembering how cool it was to witness us win one, and witness this long proud but depressed city finally have something to celebrate.
Those were my happiest moments.