Pilling began playing professional hockey when he signed with Detroit Red Wings organization, and was assigned to the Memphis Wings.[3] He later played with the Buffalo Bisons, and the Omaha Knights, before returning to Alberta after four seasons. He then played two seasons in the Alberta Senior Hockey League, one each with Medicine Hat Blades, followed by the Drumheller Miners.[3] He earned the nickname Zorro in senior hockey due to his reputation for stickwork.[10]
Pilling moved up to the Eastern Hockey League in 1970–71, playing with the Charlotte Checkers. He scored 25 goals, 63 points, and earned 142 penalty minutes, for the regular season Walker Cup champions.[11] Charlotte were also playoff champions, winning the Atlantic City Boardwalk Trophy. He briefly spent time coaching in Switzerland, then returned to play with the St. Petersburg Suns for the 1971–72 season.[3][12] Pilling was named the team's first captain, and received the most valuable player award from the Charlotte Observer, as voted by members of opposing teams.[12][13][14][15][16]
Coaching career
Pilling began his full-time coaching career at age 28, when offered a one-year contract with the Roanoke Valley Rebels for the 1972–73 season.[16] He played eight games during the season, and led the Rebels to 40 wins, and a first-place finish in the south division.[1] Roanoke reached the playoff finals, but lost to the Syracuse Blazers.[17] Roanoke switched to the Southern Hockey League for the 1973–74 season, and Pilling stayed with the team. The team's roster that season included eleven French Canadians,[18] and a young Mike Keenan.[6] The Rebels finished first place in the regular season with 53 wins. In the playoffs, Pilling's team trailed 3 games to 1 versus the Winston-Salem Polar Twins, but rallied to win the series in seven games, then defeated the Charlotte Checkers in seven games to win the Crockett Cup.[19] Pilling was named the SHL Coach of the Year.[18][20][21] He resigned on July 29, 1974.[22]
Pilling was named the coach and general manager of Philadelphia's expansion team in the North American Hockey League.[23] The Philadelphia Firebirds were announced in August 1974, resulting from a name-the-team contest.[24] During the 1974–75 NAHL season, Pilling was fined $1000, and suspended five games due to forfeiting a game by pulling his team off the ice when a referee refused to allow a warm-up for the substitute goaltender, when the starter was injured.[25] Pilling led the Firebirds to forty wins, and second place during the regular season.[26] His team faced the seventh place Long Island Cougars in the first round of the playoffs, but were upset in four games.[27] Pilling was named NAHL coach of the year, his second such award in two seasons.[3] He was considered for Edmonton Oilers coaching vacancy in 1975.[28] In the 1975–76 NAHL season, Piling led the Firebirds to 45 wins, and a second-place finished in the west division.[26] He even played one game that year, accumulating 17 penalty minutes.[1] In the playoffs, Pilling led Philadelphia past the Mohawk Valley Comets three games to one, then defeated the defending champion Johnstown Jets four games to one to reach the finals.[29] Pilling won his second playoffs championship as a coach, as Philadelphia captured the Lockhart Cup in six games over the Beauce Jaros.[29][30] He was named the league's general manager of the year.[28] In the 1976–77 NAHL season, Pilling led the Firebirds to 38 wins, and fourth overall in the league.[26] He made headlines by wearing an army helmet on the bench in protest of player helmets being mandatory.[7] He later served a five-game suspension in January for waving a towel at a referee.[31] Philadelphia faced the fifth place Erie Blades in the first round of the playoffs, and lost the series in five games.[32]
Pilling was named the new coach and general manager of the Regina Pats, receiving a one-year contract in June.[38] He accepted the job in Regina over other offers, since he preferred to have both positions, not just one.[7] Later in July, he was given a raise by Regina when Indianapolis expressed further interest in Pilling.[39] The season did not go as planned for Pilling, as the Pats struggled near the bottom of the standings, and his frustrations manifested into numerous ejections.[8] During a game on October 22, Pilling was assessed three minor penalties while protesting decisions of the referee, and later received a gross misconduct when he began the third period by putting himself into the penalty box to serve the bench minor that he was assessed, instead of a player.[40][41][42] He was later fined $1,000 for "complete disrespect and irresponsible actions", and the club had to put up a $1,000 bond against further actions.[42] When the 1978–79 WHL season was completed, Regina won 18 games, earned 43 points, and finished second last in the league, out of the playoffs. Pilling was not retained for the next season after the team changed ownership.[43][44]
Pilling served as an interim coach for the Toledo Goaldiggers, after coach Ted Garvin had a heart attack in the offseason.[45] The team was sold partway through the season, and Pilling was retained until the end of the playoffs.[46] In the 1979–80 IHL season, Toledo earned 28 wins, 74 points, and second place in the south division. In the playoffs, they lost in four games to Fort Wayne. Pilling was named coach of Sherwood Park Crusaders in the Alberta Junior Hockey League, when Dennis Smith resigned.[47][48] His team won 36 out of 60 games, finished first place in the south division, and lost in the second round of the playoffs.[49]
Personal life
Pilling has been involved with running hockey schools in Medicine Hat and Lethbridge.[10][50] He has done fundraising for Kin Canada Christmas programs.[51] As a member of the 1962–63 Oil Kings, he was honoured by Hockey Alberta with an induction into the Alberta Hockey Hall of Fame.[5] As a member of the 1962–63 Oil Kings, he was inducted into the Alberta Sports Hall of Fame in 2011.[52][53][54] Pilling is an organizer of the Oil Kings alumni association.[6]