Larry Jeffrey was a solid two-way left winger who played nearly 400 NHL games despite chronic knee woes. His ability to soldier on was remarkable considering the relatively primitive sports injury treatments that were available forty years ago.
The native of Goderich, Ontario played three seasons with the OHA's Hamilton Red Wings. It was in junior that he suffered a severe charley horse that prevented him from bending his leg properly. He kept playing and ended up putting tremendous strain on his knee ligaments and joints in the ensuing years.
In 1961-62, he debuted with the Detroit Red Wings and looked fairly solid with eight points in 18 matches. He spent the bulk of the season with the WHL's Edmonton Flyers where he averaged nearly a point per game. He played 53 and 58 games for Detroit over the next two seasons. The highlight of his career in Motown was scoring seven points when the team reached the final in 1964.
Jeffrey was sent to Toronto in May 1965 in the same deal that involved Marcel Pronovost and Andy Bathgate. In 1966-67, he played 56 games for Toronto in the regular season then played six in the playoffs before getting hurt. The Maple Leafs won the Stanley Cup that year and, fittingly, Jeffrey was on crutches for the team picture when they were presented their prize.
By the start of the 1967-68 season, Jeffrey was with the New York Rangers. Over the next two years he played his last 122 NHL games. He retired after suffering another injury at the training camp of the AHL's Cleveland Barons in 1970.