Junior hockey Keon played junior hockey in
Toronto for the
St. Michael's Buzzers of the
Ontario Hockey Association's
Metro Junior B league in
1956–57; on December 20, 1956, he scored seven goals in one game. In February 1957, he was named to the league's eastern all-star team and was picked by
NHL scouts as the top prospect in the league. Keon was selected as the league's rookie of the year, finishing second in scoring, and his team won the league championship. He played some games that season for the Junior A
St. Michael's Majors, and moved to that club full-time for the
1957–58 season. Keon played for St. Michael's through the end of the
1960 season, when he turned professional and joined the
Sudbury Wolves of the
Eastern Professional Hockey League for four playoff games. They would be the only games he would ever play in the minor leagues.
Toronto Maple Leafs Keon joined the
Toronto Maple Leafs of the National Hockey League for the
1960–61 season, winning the
Calder Memorial Trophy as the league's top rookie with 20 goals and 45 points in his first season. It was his first of six consecutive 20-goal seasons. In his second year in the NHL, Keon was named to the
second All-Star team and won the
Lady Byng Memorial Trophy as the most gentlemanly player, taking only one minor penalty through the entire season. He repeated as Lady Byng winner in
1962–63, again taking only a single minor penalty all year. He was the Leafs' leading scorer in the
1963–64,
1966–67 and
1969–70 seasons, and the team's top goal-scorer in
1970–71 and
1972–73. Keon was considered one of the fastest skaters in the NHL, and one of the best defensive forwards of his era. He would usually play against the opposing team's top centre, and developed a reputation for neutralizing some of the league's top scorers. In 1970–71, he scored eight shorthanded goals, setting an NHL record for most shorthanded goals scored in a single season, which would later be broken by
Marcel Dionne in
1974–75, with 10 shorthanded goals (Dionne's record would be broken by
Wayne Gretzky in
1983–84 with 12 shorthanded goals. In turn, Gretzky's record would be broken by
Mario Lemieux in
1988–89, when Lemieux scored 13 shorthanded goals in a season). Keon won four
Stanley Cups with the Leafs, playing on the Cup-winning teams of
1961–62,
1962–63,
1963–64 and
1966–67. In the 1967 Cup Final, he shut down
Jean Béliveau, the star centreman of the
Montreal Canadiens, in the last two games of the series and was voted the most valuable player of the playoffs, winning the
Conn Smythe Trophy. Keon's eight points are the fewest ever by a non-goalie Conn Smythe winner, and he remains the only Leaf to have won the trophy named for the
former owner of the club. He was named team
captain on October 31, 1969, succeeding
George Armstrong who was said to be retiring from hockey. Armstrong returned to the Leafs two weeks later and played for another two seasons, but Keon remained captain and would wear the
C through the rest of his years with the Leafs. Keon hoped to make
Team Canada for the 1972
Summit Series, but was coming off one of the worst years of his career, finishing the
1971–72 season with his lowest points-per-game average since his rookie year. The final pick for Team Canada came down between Keon and
Bobby Clarke. It is believed that Clarke was selected because he had more points. While Keon was not selected for Team Canada, the
Ottawa Nationals of the
World Hockey Association made a strong effort to sign Keon, whom they had placed on their negotiation list earlier that year.
Harold Ballard, who had become the Leafs' majority owner in March 1972, said that Keon did not provide the leadership the team needed during the previous season and was refusing to give Keon a big salary increase after a poor year. Keon signed a letter of intent with the Nationals and received a $50,000 cheque from the team, but the deal fell apart just before training camp. Keon signed a three-year deal with the Leafs, and rebounded strongly in
1972–73, scoring 37 goals. On November 22, 1972, he scored his 297th goal as a Leaf, passing Armstrong and
Frank Mahovlich to become the team's all-time leading goal scorer. Early into the
1974–75 season, Ballard publicly blasted Keon, saying that the team was not getting good leadership from its captain and vowing never again to agree to a no-trade clause in a contract, as he had with Keon. When Keon's contract expired at the end of the season, Ballard made it clear that there was no place for him on the Leafs. The Leafs believed they had some strong young prospects at centre who needed more ice time, and Keon was again asking for a contract with a no-trade clause. The 35-year-old Keon was told he could make his own deal with another NHL team, but any club signing him would have been required to provide compensation to the Leafs. Ballard set the compensation price so high that other teams shied away from signing him, even though the Leafs had no intention of keeping him. In effect, Ballard had blocked Keon from going to another NHL team.
WHA In August 1975, with the Leafs still controlling his NHL rights, Keon reluctantly jumped to the
World Hockey Association, signing a deal with the
Minnesota Fighting Saints reportedly worth $300,000 over two seasons. Keon chose to play for the Saints after they agreed to a no-trade clause, and also because head coach
Harry Neale was an old friend of Keon's. The team, and Keon, played well, but the team struggled badly financially due in large part to being in direct competition with the NHL's
Minnesota North Stars. With 21 games left in the season, the team folded. Keon refused to waive his no-trade clause since he had always planned to return to the NHL once his stint with the Saints was over. He was thus not included in the dispersal sale of Saints players to other WHA teams. The
New York Islanders expressed a strong interest in signing Keon, but they needed to negotiate a deal for his NHL rights with the Leafs. Again, the Leafs' asking price (said to have been a first-round draft pick) was too high, and a disappointed Keon signed with the WHA's
Indianapolis Racers in March 1976. The Fighting Saints were revived for the start of the WHA's
1976–77 season, and Keon agreed to a trade back to Minnesota. However, the team folded for good in January 1977 (with Keon as its leading scorer). Keon's WHA rights were briefly claimed by the
Edmonton Oilers, but they immediately agreed to trade him to the
New England Whalers. The move re-united Keon with Neale, who had taken over the Whalers after the original Fighting Saints' demise.
Return to NHL He would remain with the Whalers through the rest of his career. In the
1977–78 season, Keon was joined on the Whalers by
Gordie Howe who, at age 50, was the team's leading scorer that season. Keon returned to the NHL in
1979 when the renamed
Hartford Whalers became one of four WHA teams to join the NHL. The merger agreement allowed existing NHL teams to reclaim most of the WHA players whose NHL rights they held. Nevertheless, even though Keon was not protected from reclamation by the Whalers in the reclamation draft, the Maple Leafs declined to reclaim their former captain, allowing him to remain in Hartford.
Bobby Hull joined the Whalers that season, with Keon, Howe, and Hull sometimes playing as a forward line. Howe and Hull retired at the end of the season.
Terry Harper's retirement in 1981 left Keon as the oldest active player in the NHL. Keon played two more seasons with the Whalers and announced his retirement on June 30, 1982, at age 42. Keon was the last active player who played a full season in the Original Six era. ==Retirement==