Simon Himple, a quirky, junior-college-educated optimist, lives in New York with his cynical, divorced brother Carl and works at a "vintage television" network. The network is run by a millionaire named Duke and his obnoxious know-it-all nephew Mitch.
Simon lands a job as a TV programmer after he meets the curmudgeonly millionaire who owns the network.
Confusion is on the menu when Libby and Simon go on a dinner date. Meanwhile, Carl stops clowning around and finds a job---selling balloons.
Simon has the winning hand during a round of poker with Duke, who runs out of money and wagers his butler, Fran.
Carl gets a job as a hot-dog vendor, but winds up deeper in the hole when the cart is destroyed and the owner demands payment.
Carl thinks his ship has come in when he wins a sweepstakes---but the wind is taken out of his sails when the prize is only a boat.
Mitch is depressed when everyone forgets his birthday, until Simon shows him that he has a wonderful life.
Simon marries an immigrant woman who loses her job at a clothing manufacturer after he complains about her work on his new pair of pants.
At Carnegie Hall, Simon is mistaken for a pianist and somehow strikes a chord with the packed house, which includes Mitch and the date he's trying to impress.
Carl smells a rat when he's bitten by a rodent, and he goes searching for the building's landlord. Trouble is, Carl has met the slumlord before---and he's Duke.
Carl makes the mistake of taking his brother along to evict a deadbeat tenant ---a sexy vixen who bedevils Simon.
Simon cooks up a slogan for his favorite restaurant, which is about to go under unless business picks up.
Simon and Carl think they've found the perfect Christmas gift for Duke: an original movie poster from "Barbarella." Trouble is, Duke's not at all Fonda Jane.
Simon takes the bully by the horns and agrees to fight a burly delivery man who starts trouble at the office.
Duke takes a holiday and puts Simon at the helm of the network, where he must steer the company from a corporate takeover.
Mitch can't play the fair way when he and Carl wager a month's salary on a round of golf.
When Duke gives Simon and Carl $1 million to invest, they buy a hockey team. But the puck stops with Simon when he must play in the championship game.
Carl's smitten by a new employee; that is, until he meets Libby's former college roommate, who's in town visiting.
Complete episode guide for Simon with detailed information about every season and episode including air dates, summaries, ratings, and streaming availability in United States.
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