In his first season at Collingwood, the
1922 VFL season, he played 18 games including that year's
1922 VFL Grand Final kicking two goals in the match. Coventry played predominantly as a
ruckman despite his short stature. He was captain of Collingwood from 1927 until his retirement from playing in 1934. He was the captain of Collingwood's four consecutive premierships from 1927 to 1930. Coventry was one of Collingwood's best players in the
1927 Grand Final. Coventry won the
Brownlow Medal as the
best and fairest player in the league in 1927. As of 2023, he is the only premiership captain to win the Brownlow in the same season. He also won Collingwood's best and fairest, the
Copeland Trophy, in 1927 and 1932. As captain, Coventry led Collingwood in 149 games. In that period, Collingwood won 115 games, drew twice and lost 32 times. Additionally, the team had a winning ratio of 77 percent, a VFL/AFL record for many years, but it has since beaten by
Tom Harley, who had a 49–7 win–loss record as captain of Geelong in 2007–2009, a winning ratio of 87.5 percent. Coventry represented
Victorian 27 times in interstate matches from 1922 to 1934. ==Footscray==