Career
Osland"s father refused to serve in World War I, and his family was somewhat unpopular in their small prairie town during the 1920s. He was elected in the provincial election of 1973, defeating Progressive Conservative candidate Andy Champagne by just under 700 votes. He served as a government backbencher for the next four years, and did not seek re-election in 1977.
Osland later served as mayor of Churchill.
In 1997, the younger Osland released a Civil Defense entitled Salty Fingers which included the song "People’s", a tribute to his father.