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Jemail attended Brown University, where he played halfback for the football team. He played in the 1916 Rose Bowl (originally the "Tournament East-West Football Game"). After serving in the U.S. Navy, in 1921, he went to the New York Daily News. Initially hired as a Sunday watchman, he was assigned as the "Inquiring Fotographer," where he asked strangers on the street questions from readers and take photo portraits of the interviewees. He continued with the column for over 52 years and retired from the Daily News in 1973.