Stede Bonnet's career as 'The Gentleman Pirate' may represent the worst midlife crisis in history. In 1717, Bonnet, a retired British army major with a large plantation in Barbados, abandoned his family and fortune, bought a ship, and joined the infamous Blackbeard for a life, albeit a brief one, of piracy on the high seas.
Our Flag Means Death - A Gentleman Pirate Synopsis and Schedule