4John Bowen – $40 million
Nobody knows exactly when John Bowen was born, but we do know that he died in 1704, shortly after retiring.
This was another wealthy pirate who was active during the Golden Age of Piracy.
And he’s the only pirate from our top list who actually retired, although it was only for a short period.
John Bowen was very successful. He was the captain of not one, but 2 ships, Speaker and Speedy Return.
After he returned in Rajapura, Bowen died of an unspecified intestinal disease.