| 1 | * Joe's speech to an unconscious Jimmy James when Jimmy had a heart attack was surprisingly poignant. Rare because Joe was often OutOfFocus. |
| 2 | * Jimmy's speech to Dave in "Station Sale" after he passes on the offer to sell (even though Dave had to pay him $7 for it): |
| 3 | --> '''Jimmy:''' These people... they're not employees. They're like family. And I can't imagine anything worse than having to part with them. |
| 4 | ** Becomes a SugarWiki/{{Funny Moment|s}} 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!" |
| 5 | * Really, Jimmy in general. It's rare to see a [[BunnyEarsLawyer total spaz of a boss]] who is so attached to his employees. |
| 6 | ** Once he broke off an relationship with a woman because she pulled him aside to inform him she thought they were weird. |
| 7 | ** In one episode, Jimmy has a coma-inducing heart attack. When Dave and Lisa come to visit him, and a doctor mentions that he has a big heart (clinically), Dave instantly retorts with, "He's like a father to us.". His video will states that, in the event of life-threatening illness, all he wants is to spend his last days among his "friends and colleagues at WNYX". |
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