[1] After graduating from Yale, Allen coached and taught English at The Cambridge School of Weston.
In 1936 he joined the faculty of Phillips Academy as a teacher, coach and assistant registrar.
[1] He lost his 1948 reelection bid to Democrat John W. Coddaire Jr.[3] In 1951 Allen was named executive secretary of the Republican State Committee.
[4] From 1953 to 1955 he was the chief clerk of the United States Senate Committee on Armed Services.
[2] Allen returned to Massachusetts in 1957 as the assistant general manager for finance at WGBH-TV and WGBH radio.