Pegbeard the pirate, appeared in the Where's Waldo? episode "Draining the Deep". The pirate captain was the son of Pegface, grandson of Peg-spleen, and nephew of Peg-neck. He lost his beard and has a wooden peg in its place. Pegbeard stole the great sea plug in order to drain the sea and get all the treasures that have sunk to the bottom.

Odlaw tries to turn Pegbeard against Waldo, who is trying to restore the sea plug, in order to get his hands on the magic walking stick. Pegbeard's associate, Sidney, does not take kindly to Odlaw.

Pegbeard goes overboard, never to be heard from again, when Waldo's cannonball repellant sends a cannonball hurtling towards him.

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