Singer-songwriter Loudon Wainwright III talks life, love and Roman numerals. The prolific musician tells Marc about the heyday of the folk music scene, the late-in-life acting career he didn't expect, and the burden of having talented singer-songwriter children who turn his transgressions into songs. Plus, writer-director-producer (and Loudon Wainwright fan) Judd Apatow stops by to talk about getting back on the standup stage for his Netflix special, Judd Apatow: The Return. This episode is sponsored by Spotify, Zelle, Stamps.com, and How Did This Get Made.