The Fallout show's loser Squire Thaddeus is the most quintessential game sidequest character

Fallout is a world sold by sidequests. It can rock a main plot well enough, but the wasteland is best when it's weird. The series gets silliest once you step off the paved path and get embroiled in the lives of the freaks around you. Fallout has many genres of side characters: scientists of questionable credentials, beleaguered bureaucrats, and average assholes, but my own favorite have to be the loser dudes. 

In our Fallout TV show review we call it the best thing since Fallout: New Vegas...