Triple Threat (1988 game show) - Ray "Boom Boom" Mancini vs. Melody Thomas 

Here is a good music pop culture quiz show from 1988 hosted by the legendary Jim Lange.
Two teams of 3 players spanning 3 generations consisting of a celebrity, a celeb's family member, and a civilian contestant, compete in a fast-moving game of musical knowledge.
SPOILER AHEAD!
-
-
-
-
-
-
-
This episode has the biggest money winner in the show's history.