Comedian Tim Dillon peers into the dark corners of American life and sees hope in its simple joys as told by folk legend John Prine’s 1971 self-titled debut album. For guest playlists, new music influenced by this album, and full show notes, go to The500podcast.com. Join the movement. Learn more about your ad choices. Visit megaphone.fm/adchoices

One of the most sampled hip hop acts in history, New York-based EPMD earned the respect of musicians the world over including our guest comedian Joe DeRosa. For guest playlists, new music influenced by this album, and full show notes, go to The500podcast.com. Join the movement. Learn more about your ad choices. Visit megaphone.fm/adchoices

Alice Cooper’s lifelong manager Shep Gordon share stories from inside the studio as the band’s third album Love It To Death represents a pivotal point in the legendary entertainer’s career. For guest playlists, new music influenced by this album, and full show notes, go to The500podcast.com. Join the movement. Learn more about your ad choices. Visit megaphone.fm/adchoices

Character comedian Frankie Quinones gets in touch with his East LA roots via the blues rock sounds of the 1984 sophomore Los Lobos album How Will the Wolf Survive? For guest playlists, new music influenced by this album, and full show notes, go to The500podcast.com. Join the movement. Learn more about your ad choices. Visit megaphone.fm/adchoices

Comedian Roy Wood Jr. bears witness to the cold-blooded rhythm and blues of Marvin Gaye's musical reckoning of his divorce in the form of the 1978 album Here, My Dear. For guest playlists, new music influenced by this album, and full show notes, go to The500podcast.com. Join the movement. Learn more about your ad choices. Visit megaphone.fm/adchoices

SNL alum Brooks Wheelan reveals his zealous love for all things My Morning Jacket, especially their 2005 psychedelic rock triumph Z. For guest playlists, new music influenced by this album, and full show notes, go to The500podcast.com. Join the movement. Learn more about your ad choices. Visit megaphone.fm/adchoices

Radio legend Ron Bennington reminisces about growing up in an era defined by roots rock albums like Elton John’s 1970 release Tumbleweed Connection.For guest playlists, new music influenced by this album, and full show notes, go to The500podcast.com.Join the movement. Learn more about your ad choices. Visit megaphone.fm/adchoices

Comedian Erik Griffin raises some interesting questions about the integrity of the timeless soul classics included in The Drifters’ 1968 compilation Golden Hits. For guest playlists, new music influenced by this album, and full show notes, go to The500podcast.com. Join the movement.    Learn more about your ad choices. Visit megaphone.fm/adchoices

Comedian JessiMae Peluso fully embodies the fearless but feminine grunge rock of Hole’s 1994 album Live Through This. For guest playlists, new music influenced by this album, and full show notes, go to The500podcast.com. Join the movement. Learn more about your ad choices. Visit megaphone.fm/adchoices

With former Sex Pistols front man Johnny Rotten at the helm, you’d think P.I.L.’s 1979 release Metal Box would be a slam dunk for anti-establishment types the world over, but that is not the case for punk rock-loving comedian Kyle Kinane. For guest playlists, new music influenced by this album, and full show notes, go to The500podcast.com. Join the movement. Learn more about your ad choices. Visit megaphone.fm/adchoices