Born in Fort Wayne, Indiana, Henline was working in Cleveland, Ohio in 1918 when a local restaurant owner – aware of Henline's play on semi-pro teams – encouraged him to contact former star Nap Lajoie, who lived nearby. After doing so, he was signed two weeks later[1] by the Indianapolis club of the American Association, but did not join the team until the following year due to military service during World War I.[2] In his 1922 rookie year with the Phillies, he led the National League in fielding percentage with a .983 mark, and on September 15 of that year he hit three home runs. In March 1925, Henline was named team captain of the Phillies.[3]
After his playing career ended in the minor leagues in 1934, he became a motel operator in Florida, but took up umpiring soon afterward after recalling that Bill Klem had encouraged him to pursue the profession.[1] He began working in the Southeastern League before moving up to the International League from 1940 to 1944, and then the NL.[2]
Henline served as an NL umpire from 1945 to 1948, and officiated in the 1947 All-Star Game. He went on to become supervisor of umpires in the Florida International League from 1949 to 1954 before that league folded. He died of cancer at age 62 at his home in Sarasota, Florida,[1] and his cremated remains were interred at Manasota Memorial Park in Bradenton.