Dockcock
A sailor who replays every moment of any race and how great they sailed it. This transpires on the docks or at the party thereafter. Their recaps and expertise becomes extremely egregious and even more belligerent the more they drink. These yachtsmen can tell you exactly what you were doing wrong the entire race, primarily because they were behind you. They don't usually win, but they are really awesome sailors, just ask them.
"I'll be by the keg listening to the dockcocks stroke each other on how amazing they raced and still managed to lose."