June 15: On this day in 1966, John Brenneman was claimed by the Leafs from the New York Rangers in the Intra-League Draft. During the 1966-67 season, Brenneman played 41 regular season games, scoring 6 goals and 4 assists. On February 22, 1967, he was sent to the minors and did not ever play another game for the Leafs. Regretably, his name is not included on the Cup-winning roster of 1967. Brenneman played for 5 NHL teams in his brief career, but never played a playoff game.
June 15: On this day in 1985, the Leafs put their reward for finishing last overall in the league in 1984-85 to great use by selecting Wendel Clark as the Number 1 draft pick overall. Clark did not disappoint, becoming one of the most popular Leaf players of all-time. In his first season, Clark was runner-up as rookie of the year and made the NHL's year-ending All-Rookie team. After the 1986-87 season, Clark's rugged style caught up to him and he began regularly missing large chunks of continuous seasons. Wendel Clark was involved in the trade that brought Mats Sundin to Toronto from Quebec, but he was brought back to Leafland two more times before officially retiring in 2000 at the early age of 33.