Beach Bum Billionaire: How Jimmy Buffett Went From Margaritaville To Easy Street

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Beach Bum Billionaire: How Jimmy Buffett Went From Margaritaville To Easy Street
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Jimmy Buffett, the granddaddy of tropical rock, enters the three comma club thanks to his lucrative licensing business and a heady cash pile from decades of touring and recording.

met up with the singer-songwriter in December 2022, he was just back from the Bahamas. He’d soon jet off to St. Barts, the Caribbean paradise where he has had a home for 30 years. “We’ve seen all kinds of fun come and go on that little rock,” Buffett says.

The party started in the early 1970s, when Buffett landed in Key West, Florida, after a few years in Nashville as a fledgling country musician. “The whole idea of having a brand or anything, that never occurred to me until I got to Key West,” Buffett toldin December. On that tiny spit of sand, just 100 miles from Havana, he played local clubs and gradually forged his trademark tropical rock sound, combining folk, calypso, rock and pop to create an indelibly new genre.

As his popularity grew, Buffett increasingly spotted knock-off T-shirts at Key West merch stores, on sale without his approval—and with his name often misspelled “Buffet” to boot. He wanted to own his personal brand, so he teamed up with longtime pal Donna “Sunshine” Smith to open the first Margaritaville T-shirt shop in Key West in 1985.

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