They finished sixth and last in the regular season, then began the Super C playoffs, which appear to have been established for teams with larger population bases.
They also won the Frank L. Buckland Trophy as playoff champions in 1986-87, their first title since 1974-75, and advanced to the all-Ontario championship against the Nickel Centre Power Trains of the Northern Ontario Junior Hockey League.
The OJHL folded after the season; for the second time in a decade, Owen Sound was left hanging by the collapse of its Tier II Junior A league.
They were led by league scoring champion Bob McAskill, who had 36 goals, 69 assists and 105 points, but failed to advance beyond the semifinal playoff round.
Coincidentally, it also marked the return of an Owen Sound player to the top of the league scoring parade, as Ryan Dudgeon put up 59 goals and 104 points to tie Mike Carter of the Cambridge Winterhawks.
The Greys reeled off series wins over Kitchener and Stratford—marking the first time the Cullitons had been swept from the playoffs since 1983—but fell short against Cambridge, losing 4-2.
The Owen Sound Sun Times newspaper reported on January 11, 2007, that leading scorer Greg Virgo has been traded to Cambridge and teammate Mark England has been sent to Stratford.
General manager Kevin Emke said both players had reportedly asked to be dealt to playoff-bound clubs, requests that had caused friction in the dressing room.
[1] Sporting a good contingent of players from the Port Elgin area, the Greys decided to stage a handful of home games at the new Saugeen Shores Community Complex in that town during the 1999-2000 season.
Players bought into the rebuilding process and stuck it out which earned a tremendous amount of respect from around the league and left the Greys in a good position with a solid nucleus to build on for next season.
The team reformed after the end of the war and immediately came to prominence, winning the local playoff title in 1920 and thumping the Toronto champion 14-0.
Two of those Victoria graduates were forward Melville "Butch" Keeling, who later went on to star with the New York Rangers of the National Hockey League, and goaltender Hedley Smith.
Keeling and Smith were joined by four other Owen Sound boys, including another soon-to-be NHLer named Edward "Teddy" Graham.
Two others who later made the NHL, team captain Larry "Dutch" Cain and future Hockey Hall of Famer Ralph "Cooney" Weiland, were among the three imports on the nine-player squad.
The 1923-24 season began in December and would end less than four months later with the Greys crowned "Dominion Junior Hockey Champions," winners of what was then called the OHA Memorial Cup.
Owen Sound first captured the J. Ross Robertson Cup as Ontario Hockey Association titlists by defeating the Kitchener Greenshirts 12-7 in a two-game, total-goals series.
Owen Sound's next hurdles were single-game playoffs against North Bay of the Northern Ontario Hockey Association and Montreal Westmount.
It's believed that about 8,000 people turned out to welcome the champions home four days later, a remarkable number considering Owen Sound's population was only about 12,000 at the time.
The Game 1 hero was Martin Lauder, a native of nearby Durham, Ontario, and a future NHLer who scored a natural hat trick as Owen Sound won 5-4.
[9] The Greys served as the farm team for the Owen Sound Trappers, who competed in the OHA's Intermediate A league in the late 1930s and early 1940s.
Owen Sound then eliminated the St. Marys Lincolns in a semifinal series but ran out of gas in the Sutherland Cup final against the St. Michael's Buzzers, losing in four straight games.
They lost a semifinal playoff series to the Collingwood Blues, who went on to win the final over the Guelph CMC's, and thus began a great hockey rivalry that lasted into the 1980s and spanned four different leagues.
Owen Sound and Collingwood met up again in the Central league final in 1971 and the Blues, having already disposed of the Preston Raiders in a semifinal series, again prevailed.
In 1971-72, the Greys and Blues were placed in the new Mid-Ontario Junior B Hockey League, along with the Orillia Travelways, the Barrie Colts, the Newmarket Redmen and the Bolton Bruins.
Orillia finished first in schedule play but once again Owen Sound and Collingwood met in the championship round and once again the Blues came out on top, winning 4-3.
Owen Sound was back in the Sutherland Cup semifinals against the Metro league champs but once again lost out in the seventh and deciding game, falling this time to the Bramalea Blues.
Bramalea and the Hamilton Red Wings of the Niagara District faced off for the Ontario championship and the Blues won the first game, but the contest was marred by a donnybrook that involved players, officials and fans and resulted in 14 police officers being called to the arena.
The Blues immediately forfeited the series and incoming OHA president Cliffe Phillips decided to allow the Greys to return to action and take Bramalea's place in the final against Hamilton.
Phillips soon found that his notion was not a popular one and he dropped it at once; the Greys missed out on a trip to the OHA final after a 13-year absence and the Sutherland Cup was awarded to the Red Wings as Ontario champs.
[1] Basic regular season and playoff details and statistics throughout Greys history are all listed in the pages of the Owen Sound Sun Times newspaper.