The two portraits he is most famous for painting are of President Dwight D. Eisenhower and U.S. Supreme Court Chief Justice William O.
He painted murals for Sacred Heart Church and the De Pere Post Office in Wisconsin.
During World War II, Bentley's title was Chief Petty Officer.
He created recruitment posters, his most famous being SPARS, which depicted women in U.S. Coast Guard attire.
Among many others, his subjects included, President Dwight D. Eisenhower as well as Supreme Court Justice William O'Douglas, Fred R. Zimmerman, Cardinal Mooney, Wisconsin Governor Oscar Rennenbohm, and Conrad Elvehjem.