Re: bending stereotypes
Historically most mercenaries have a strongly preferred side but do care about pay and for various reasons don't serve in the main military forces. I think Kaff Tagon from Schlock Mercenary actually manages to both be the stereotype (the man is obsessed with getting paid twice for the same job) and bend it (very loyal to his men, and friends, has a few sides he won't double-cross, and a well developed but non-standard sense of honor).
The unpopular but loyal vizier.
The Usurper who actually runs the kingdom better than the king
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