Pete: Whuh?... Cantankerous Tim! Yer back you two-faced scallywag!
How to Complete
Talk to Black Spot Pete. He won't talk to Sly due to him being an outsider, but he will mention that he would only talk to his late friend Cantankerous Tim. After leaving from Pete, Sly learns from Bentley that Tim was mutinied by his lieutenants and they divided up the plunder between each other, including Tim's captain's outfit.
Lure Stone Jake under an anchor by whacking the palm trees. Drop the anchor on his head and claim the eyepatch.
Find Twitchy Ned in a crow's nest and chase him down. He'll hand over the hat without problems afterwards.
Assign the Pirate Disguise as a power-up, don it, and talk to Pete. You'll get into a duel of insults. Here's the catch: You can't repeat what was said before from either you or Pete; plus you're timed, so think fast. After six rounds, Pete will be convinced Sly is Cantankerous Tim and he'll reveal that the gear that he and Tim took was stolen by a man named Captain LeFwee. Once the conversation is over, it's job complete.
- After you've got the full Cantankerous Tim disguise, if you head up to Black Spot Pete and you don't have your disguise on, it will result in a job fail.