Let's Get Physical
Matt Jones (Badger from Breaking Bad) as a former aerobics / fitness competitor who lost a big competition to his archnemesis when they were teenagers. His girlfriend dumped him and his father kicked him out, so he went on the road with his band, "Guns Von Jovi", doing covers of popular 80s and 90s rock songs. 20 years later, his dad dies, and stipulates a ridiculous caveat to his will - that his son's $8 million prospective inheritance will go to the winner of the next annual competition. Hilarity ensues.
The truth is, it's pretty fucking funny. Unlike most loser characters, who can't get over the big loss, he's pretty much put it behind him and doesn't really want to get dragged back in until circumstances piss him off enough to pick up the gauntlet. His high school girlfriend, who married his archnemesis, is gorgeous but has some serious issues. There's a real sense of "dodged a bullet" rather than "missed out". There's a strong vibe of "Dodgeball: The Series" except it's about aerobics, rather than dodgeball.
Also? Jane Seymour, who plays his mother, is still really hot.