Some of the more unusual lifer stories I've flown with:
Stubbornly refused to get a degree because they felt "it's not relevant to airmanship/flying skills".
Had not updated their logbook since being hired at regional. Now has about 8 years of flights to find and enter into logbook. Hasn't really started but hey, going on a cruise next month!
Felt that the any hiring process that involved HR was "drinking kool-aid", which they refused to do. Would only consider airlines that only had a technical/sim session interview, no HR. Finally left...for a second tier ACMI carrier.
Holding out for only one specific airline. That airline hasn't called. They may never call. But hey, uncle flies for them, so they gotta call!