Hamilton first came off as an arrogant boy. Brock overheard Hamilton apparently talking about marrying Nurse Joy. Angered by this, Brock interrupted the conversation, declaring that he will not let him marry Nurse Joy. Nurse Joy immediately corrected him, saying that Hamilton wanted his Croagunk, Craig, to marry her Croagunk, Chrissy. Brock then decided to enter the competition with his Croagunk to defeat Hamilton and win the love of Nurse Joy.
Craig seemed equally matched to Brock's Croagunk and knew a variety of different moves. However, the competition was interrupted by Team Rocket, who began to steal all of the Croagunk.
Setting their differences aside, Hamilton, Brock, and Nurse Joy teamed up with their Croagunk to help. Eventually, it was Chrissy who saved the day. Crasher Wake decided that Nurse Joy was the winner for saving the festival, even though she didn't officially enter. Hamilton also agreed to Wake's choice.
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| Hamilton's only known Pokémon is a Croagunk named Craig (Japanese: グレキチ Gurekichi, グレッコ Gurekko). Craig was the winner of Pastoria City's Croagunk Festival one year ago and was awarded a crown and the throne that was granted to every winner. Craig appeared to be very affectionate towards his Trainer, clinging to Hamilton's chest while sitting on the throne.
Hamilton had planned for Craig to marry Chrissy, the Croagunk that belonged to Pastoria City's Nurse Joy, which made Brock stand up for Nurse Joy vowing to defend her and Chrissy from the arrogant Trainer. Called upon to defend his title, Craig put up a good fight against Brock's Croagunk, however the match was called off when Team Rocket attacked, and Craig teamed up with Brock's Croagunk to take on their giant mecha, only to be captured and later freed by Chrissy.
|Debut||Cream of the Croagunk Crop!|
- Hamilton is based on a character named Hiroshi from the anime and manga Dokonjō Gaeru. The story is about a boy who accidentally squashes a frog and now the frog's spirit lives on in an imprint on Hiroshi's shirt. Hamilton also bears an almost identical appearance to Hiroshi.
- Craig is a reference to the frog, known as Pyonkichi, because it did spend a lot of time on the front of his shirt.
- Hamilton's appearance and even the Japanese names of both himself and Craig were changed shortly after the episode's initial airing in Japan. It is believed that it was to avoid a lawsuit from the producers of Dokonjō Gaeru.