[2] Born in Newton, Massachusetts,[3] Cadiff attended the Belmont Hill School, where he graduated in 1973.
[4] Cadiff began his career in 1978, where he worked as an assistant stage manager for the Broadway play On The Twentieth Century.
[1] In the same year, he was director for one episode of the sitcom television series Eisenhower and Lutz.
His directing credits include Quantum Leap, According to Jim, George Lopez, My Wife and Kids, Home Improvement, Hot in Cleveland, Last Man Standing, Growing Pains and Spin City.
[4][5] In 1997 Cadiff directed the film Leave It to Beaver, [4] followed by Chasing Liberty in 2004 and A Bunch of Amateurs in 2008.