Boo Jack

Boo Jack appears in the second movie, Clockwork Island Adventure; he is one of the Trump Siblings Pirates. He fights with a weapon called the Toge Toge Yoroi (トゲトゲ鎧, lit. Spike Spike Armor), with which he can emit spikes on his coat and launch them at people, in addition to being able to become a giant, rolling, spiked ball himself. Sanji found himself at a disadvantage against him as he couldn't attack properly in his bare feet (his shoes were stolen with the Going Merry). Once Sanji gets his shoes back, however, he easily beats Boo Jack into submission.

Trivia

 * Every member of Bear King's crew animal and card based themes. Boo Jack was based on a Pig and the Jack.
 * Boo Jack enjoys riddles. He asks a few riddles about who will be the Pirate King (all of which the answer to are "Bear King") in the movie. Each time Luffy answers "himself".
 * His bounty was revealed in the opening of the ninth One Piece movie.