* Joe's speech to an unconscious Jimmy James when Jimmy had a heart attack was surprisingly poignant. Rare because Joe was often OutOfFocus.
* For this troper, Jimmy's speech to Dave in "Station Sale" after he passes on the offer to sell counts as a CrowningMomentOfHeartwarming (even though Dave had to pay him $7 for it):
--> '''Jimmy:''' These people... they're not employees. They're like family. And I can't imagine anything worse than having to part with them.
** Becomes a CrowningMomentOfFunny as well when he immediately steps back into his businessman persona afterward and thanks Dave for the money. "I'm on a roll, I can't lose!"