The Hall of Fame netminder was 44 when he appeared in 20 games for the Toronto Maple Leafs in 1968-69, going 5-4-3 with a 2.85 GAA. The next season, he wrapped up his 15-year NHL career with a one-game swan song in which he surrendered five goals in a loss that dropped his overall mark to 250-195-90. But Bower isn't the oldest goalie to play in the NHL. Moe Roberts (inset) was nearly 46 and a Black Hawks trainer when he appeared in one game for Chicago as an emergency replacement for the injured Harry Lumley in November 1951. Interestingly, the career minor leaguer played only 10 games spread out over four NHL seasons for Chicago, the New York Americans and Boston Bruins. He made his NHL debut at age 20 in 1925-26.