Jack Rudland was born in Canada. He started his career in junior soccer with Toronto club England United. He progressed to the England United senior team and played in the National Soccer League before the start of the second World War. He served in the Canadian Army and played for the Army soccer team while serving in Europe.

Jack joined Ulster United when he returned from war service in Europe. He won the Dominion Cup Championship with Ulster United in the 1946 season.

The 5′ 6″ centre forward broke his leg in a National Soccer League game against Montreal Carsteel in August 1947.

He played for Ulster United in the exhibition game against Liverpool Football Club on June 15, 1948. 17,000 soccer fans watched Liverpool win 5-1 at Maple Leaf Stadium in Toronto.