Maverick
The Maverick boys - Bret, Bart, Beau and Brent - are a clan of well-dressed dandies, gamblers who'd much rather make their money playing cards than messing up their fine clothing with actual work. Sly and clever, none of the Mavericks are much for acts of derring do, but they can be courageous when the situation calls for it. Most often, however, they live by their wits and considerable charm.

Season 5 · Episode 11 ·
The Troubled Heir
Life is anything but heaven when Bart meets Pearly Gates and his girl, who steal Maverick's poker winnings so they can be married.
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Episode 11 of season 5 of Maverick: “The Troubled Heir”. Aired 1962-04-08. Watch it online free on ZapFlix.