Nothing is known about this man's early life. It is known, however, that he became a pirate, and became known as Scalawag. One day, he joined the pirate crew of the Wicked Wench. He participated in the Pirate Captain's raid on the Spanish controlled island of Isla Tesoro. He and his mates successfully invaded the island and captured the main settlement, Puerto Dorado. After the battle, Scalawag was found drunk, sleeping with pigs.