Since it's kind of a blah day here, I'm feeling more "peevish" than yesterday when I perused this thread.
Here's mine - A person I've played with for years has a different sense of timing on coming in after an instrumental break. Someone can play a great fiddle, or mando, or banjo break on a song this person is leading, and then the person will "hold" for what seems like an eternity before starting the next verse, making it seem like the instrumentalist has stopped too early.
This person's overall timing is good, it's just that maddening delay. I've finally started playing "filler" riffs into the next measure whenever this person sings. Different strokes for different folks, I guess.