Fully rigged bow section of a Shields Yacht mounted on a teak door. It was donate in 1985 by the Commodore and membership of Monterey Peninsula Yacht Club, and later refurbished by Brian Ladouceur, Graham Quinn and the crew of Shields No. 46, of the Buzzards Bay Fleet No. 10. It is awarded each year to an individual or individuals selected by a special committee to reward and celebrate dubious achievement during the Shields National Championship Regatta.

This honor is awarded to the person, team or entity who has been selected by a committee of their peers whom have earned this trophy in the past. If no such committee is in attendance, the National Championship Committee may select the winner or delegate the selection to the host club's bartender(s) using any criteria they deem fit. Criteria for being selected could be but not limited to these suggestions: committing an offense that normally would be considered completely unnecessary and warrants being brought to the attention of their Shields peers; not tipping the bartenders; not buying the race committee their favorite beverage; being afraid of getting wet while racing; poking a hole in your own boat with your dinghy, etc...