Three characters come to mind...
Kefl, my 21st level human barbarian/rogue, who rose to become a chieftain of his people and the chosen champion of the witches who dwell in the nearby mountains. His hastiness, bad temper, and irresponsible streak make him fascinating to play.
Captain Sir John Campion, a soldier from the original Northern Crown campaign, whose ship, the Lorelei, circumnavigated the globe by way of the Northwest Passage, Brobdignag, Rapa Nui, and Xipangu. He's a blustering, weak, Falstaff-like character who is often pulled from the brink of disaster by his more cool-headed companions.
Powers Smith, a tough/strong/ranger multiclass from my hybrid d20 Modern/D&D campaign called The Wild, the Beautiful, and the Damned. Smith is a renegade officer from a secret army unit that does recon and special forces operations in Faerie. He teams up with a gang of misfits to stop the forces of Hell and their evil fey allies from invading earth. He is stubborn, grim, and vicious, definitely not a natural leader, but corrals the party together by sheer force of will and determination.