1905–09 The best hockey players on their high school team, Ross and the Patrick brothers were invited to play occasional games for local league teams in Montreal. Ross first played in a senior league in 1905, joining Montreal Westmount of the
Canadian Amateur Hockey League (CAHL), the top amateur league in Canada. He scored ten goals in eight games during the
season. His opponents regarded him as one of the best-rushing defencemen. Most defenders at the time either shot the puck down the ice or passed to a forward; in contrast, Ross skated up the ice, taking the puck into the offensive zone. Later that year, wishing to pursue a career in banking, he moved to
Brandon, Manitoba, where he joined the
Brandon Wheat City Hockey Club of the
Manitoba Hockey League, the senior league in the province. In 1906, his first season, he scored six goals in seven games while he recorded six goals in ten games in 1907. Around this time, the
Kenora Thistles, the Manitoba League champions, wanted to strengthen their team for the
Stanley Cup challenge against the
Montreal Wanderers in Montreal during
January 1907. They paid Ross
$1,000 to play both matches, a common practice at the time, and the Thistles won the Cup. While failing to score, Ross started many plays and proved an important part of the team. Although he played for the opposing team, he received a good reception from the Montreal crowd. Ross did not play for the Thistles when the two teams played for the Cup again in March, which the Wanderers won to take back the Cup. The following year Ross moved back to Montreal. He joined the Wanderers, the team he had helped to defeat, who played in the
Eastern Canada Amateur Hockey Association (ECAHA), the successor league to the CAHL as the premier league in the country. He scored eight goals in ten games over the two-month season that lasted from January to March. He helped the team to finish first in the ECAHA and retain the Cup in 1908 with challenges from
Ottawa,
Winnipeg and
Toronto. The Wanderers were Cup champions throughout these challenges, so Ross became the second player to win the Cup with different teams in consecutive years, after
Jack Marshall in 1901 and 1902. In January 1908, he participated in the first
all-star game in sports history, a benefit for the family of former Wanderer defender
Hod Stuart, who died the previous summer. Aside from his time with the Wanderers, Ross repeated his practice of playing for other teams who paid for his services in important matches.
1909–18 A new league, the
Canadian Hockey Association (CHA), was formed in late November 1909. One of the teams, the
All-Montreal Hockey Club, hired Ross as a playing manager, but the league only lasted until mid-January 1910 before disbanding. Ross, who scored four goals in four games in the CHA, then signed with the
Haileybury Comets of the
National Hockey Association (NHA), a league formed in December 1909, which proved to be the stronger replacement to the ECAHA as the highest level of hockey in Canada. He received $2,700 to play in the
1910 season, which lasted from January to March, playing twelve games for the team and finishing with six goals. Before the following season, the NHA imposed a
salary cap of $5,000 per team. The players, including Ross, were unhappy as this would result in a pay decrease, and began looking to form their league without a cap. Ross wrote to the
Montreal Herald, stating "all the players want is a fair deal ... The players are not trying to bulldoze the NHA, but we want to know where we get off at." The plans were abandoned when they realized all the suitable arenas would be unavailable as they were owned or leased by the NHA. Ross scored four goals in eleven games with the Wanderers, who finished fourth in the five-team league. During a match against the
Quebec Bulldogs on February 25, 1911, Ross knocked out
Eddie Oatman in a fight, provoking a massive brawl between the two teams, which the police had to break up. The fight helped to increase the reputation Ross had as a tough player unwilling to back down from any opponent. The
following season Ross had eleven goals in nineteen games as the Wanderers improved to second in the league. Before the
1913–14 NHA season, Ross refused to sign a contract for the Wanderers, requesting a salary increase. As one of the top players on the team, the Wanderers agreed to his demands of $1,500 for the forthcoming season, in which he finished with four goals and nine points in eighteen games. The
next season Ross, again concerned with his salary, began negotiating with other players in the NHA to leave their teams and form a new league that would offer higher wages. These actions resulted in his suspension in November 1914 by
Emmett Quinn, president of the NHA. Ross responded by declaring himself a free agent and claiming his contract with the Wanderers was no longer valid. Consequently, although having no technical power to do so, Quinn suspended Ross from all organized hockey. The owners realized if they suspended Ross, they would also have to suspend all those he signed, hurting the league. However, Ross's actions led to his release by the Wanderers. At first he trained with the
Montreal Canadiens, then joined the
Ottawa Senators. To help the Senators stop the Wanderers, who were known for their speed, Ross created a new system of defence. Termed "kitty bar the door", it required three defenders to align themselves across the ice 30 feet in front of the goaltender to stop offensive rushes. This style of defence would later be used in a modified version known as the
neutral zone trap, later used widely to stop opposition offensive chances. The following year Ross, who had eight goals and eight assists in twenty-one games, was the second highest-paid player on the team; his salary of $1,400 was $100 less than
Frank Nighbor made. Even so, Ross left the team in 1916, returning to Montreal to look after his sporting goods store, and rejoining the Wanderers. He scored six goals and had two assists in sixteen games for the team. The Wanderers, along with the Montreal Canadiens,
Toronto Arenas, Quebec Bulldogs, and Ottawa Senators dissolved the NHA and founded the
National Hockey League (NHL) in November 1917. Before the start of the season, Ross was named coach of the Wanderers, in addition to playing for the team. He played in the first game in NHL history on December 19, 1917, in which the Wanderers defeated the Toronto Arenas 10–9, in Montreal; Ross earned the league's first penalty during the game and also scored his first and only NHL goal. A fire on January 2, 1918, destroyed their home, the
Montreal Arena, and forced them to fold after four games. However, the NHL insisted the team continue to play, and recorded two additional scheduled matches as defaulted losses for the Wanderers, even though the matches were not played. With the Wanderers disbanded, Ross retired as a player. His NHL career yielded one goal in three games played. ==Managerial career==