The original "Jolly Roger" pirate flag.
Not much is known about Wynn expect that he was active in the late 17th century around Province of Carolina, and later that he was in the Caribbean attacking Spanish and English ships.
Only written records about Wynn comes from British Admiralty Record, which states that Captain John Cranby of HMS Poole ship, engaged Emanuels’ pirate ship near the Cape Verde Islands. Captain Cranby chased Wynn near the Brava island, but Wynn escaped, perhaps aided by Portuguese Soldiers.