Jimmy Buffett

A Pirate’s Pirate: Jimmy Buffett Lessons from the Far Side of Paradise

Life is a daring adventure or nothing at all. When Helen Keller spoke those words, it’s not likely she was thinking of pirates, but they fit perfectly the happiest pirate this side of Margaritaville and his parrothead followers.

If there are three trademarks of a pirate, it’s these

1. The willingness to take bold chances.

2. The willingness to steal.

3. The thirst for adventure.

If this is true, then Jimmy Buffett is not only a pirate’s pirate, but he’s had school in session for over forty years, teaching parrothead/pirates the intimate details of how to pull this pirate thing off. Let’s get started by putting a few things up front.

Jimmy’s been shot down in Jamaica, crashed his plane in Long Island, been put down by critics, thrown out of sports arenas, and had his share of illicit taxi rides. Yet each time cannon balls fly his way, he’s found a way to “… jump up and smile back at …” us.

This is exactly what makes Jimmy Buffett a pirate’s pirate. Adversity is no stranger to him. It’s just that he’s learned to make friends with it. It’s hard to know whether Jimmy shines because of his resilience, or whether his resilience comes from his ability to shine. I’m convinced if given an electric guitar and Jimmy Buffett‘s example, Blackbeard would have turned out differently.

Let’s face it. No one would ever accuse Jimmy of being a saint, yet there are few people I know closer to God. When you make so many people happy in a world writhing in pain, it’s one of the most godlike things a human can do. More of us should learn to do that.

As for this whole stealing thing, Jimmy is guilty. For over forty years, he’s stolen our hearts while encouraging us to live our dreams. What‘s more, he’s taught us to steal our lives and our dreams back from those who stole them from us a piece at a time.

Though he seems to preach a hedonistic lifestyle, Jimmy is more of a Buddha than a sensualist. It’s all about the present moment. No matter what you were expecting, it is always now. Breathe in, breathe out. Move on. It’s a terrific lesson. Continue reading →