On September 1, 2023, we lost a big name in music–Jimmy Buffet. As always happens when a celebrity passes, suddenly everyone is talking about him and his myriad contributions to entertainment. But Buffet’s popularity wasn’t because of his complex songs or his professionally-trained voice (he had neither). Buffet had something else. He became known as the king of vacation, his laid-back attitude was something a lot of people aspired to. For that reason, and eleven others, entrepreneurs can learn from this “son of a son of a sailor.” After all, he “sold” a way of life and a community that most of us find enviable.