In 1955 he joined a doo-wop group called the Linc-Tones, from the surname of that President of the United States, which also included at first Neil Sedaka.

The Tokens achieved a #1 chart success in 1961 with their arrangement of "The Lion Sleeps Tonight", a remake of the 1939 song "Mbube" by South African singer Solomon Linda.

[1][2] After leaving the Tokens, Medress co-produced (with Dave Appell) many of Tony Orlando and Dawn's hits as well as Melissa Manchester's LP.

[3] Later, he worked with Frankie Valli, David Johansen, Rick Springfield, Dan Hill, and Richard Simmons.

In recent years, Medress had worked as a consultant for SoundExchange, an agency that collects royalties from digital broadcasters, like satellite and Internet radio.