Jimmy Buffett
While he has a “beach bum” persona, do not make the mistake of thinking that Jimmy Buffett is a lazy man! The hard-working singer-songwriter has actually dabbled in business, acting, real estate, and film production as well. He made a name for himself with “Margaritaville” back in 1977. During the ’80s, his concerts were always packed and even earned more money than his albums did. His business savvy led him to capitalize on the trademark Margaritaville lifestyle and opened a store in Key West, his hometown. He also launched a Margaritaville Café franchise and co-developed Cheeseburger in Paradise.

Jimmy Buffett