While Denny could presumably have obtained the Stanley Cup for a day from a member of the NHL Championship team, the trophy is nonetheless always accompanied by "Cup Guards" (professional escorts from the Hockey Hall of Fame) everywhere that it travels.
Denny says to Alan that the Stanley Cup is the oldest trophy in professional sports. While the Stanley Cup is the oldest trophy in the US and Canada competed for by athletes, the (UK) Football Association Cup and the America's Cup are both older than the Stanley Cup by a considerable margin. Yacht racing's America's Cup dates to the 1850's, the FA Cup to the 1870's. "Lord Stanley's Cup" is a relative newcomer from 1892.
Denny: (to Alan) At any given moment at my house I have a cook and a maid and a gardener, a dietitian, a pool man and a handy man and a hooker and I'd be the only one that's documented except maybe the hooker.