He and his navigator were captured by cannibals on Monkey Island. He escaped, but his friend was not so lucky. He salvaged only one eyeball which he kept as a good luck charm. There he also lost his lucky Sailing Medallion.
He harboured on Scabb Island at the southern Peninsula and for a time was unable to leave due to Largo LaGrande's embargo tax. When the island was freed from the embargo, Guybrush Threepwood chartered his ship and gave him Wally's Monocle to use as his necklace, as he refused to sail without one.
- His name was both a neat fit for a pirate and a reference to his hairstyle, the dreadlocks. Ron Gilbert never liked the name due to the obvious pun.
- Dread seems to be a typecast Jamaican; elements like his hairstyle (the dreadlocks), his ship The Jolly Rasta, and calling Guybrush "mon", contribute to the stereotype.