Top 10 - Canadiens triumphant trades
Montreal – Detroit (Dec. 19, 1950)

A few days before Christmas, the Habs and the Red Wings decided to get a little business done together. After five seasons spent bouncing between the NHL and the AHL, Leo Gravelle was sent to Detroit and the Canadiens welcomed Bert Olmstead into their fold. Gravelle wound up playing only 18 games as a member of the Red Wings, while Olmstead would spend the next eight seasons as a forward with the Habs, etching his name on four Stanley Cups in the process.

Gravelle as a Red Wing: 18 games played, 1 goal, 2 assists
Olmstead as a Hab: 508 games played, 103 goals, 280 assists