Siegel can be seen and heard frequently in the Ann Arbor area. He performs solo acoustic, with an acoustic trio called the Dick Siegel Trio and in an electric band called Dick Siegel and the Brandos.
His best known songs include "Angelo's", "Fighting for King George", "What Would Brando Do?" and "When The Sumac Is On Fire". "Angelo's" is played after every weekend morning "Over Easy" programming block on the Detroit classic rock radio station WCSX. It refers specifically to Angelo's Restaurant, a diner in close proximity to the University of Michigan Medical School in Ann Arbor.