Dawes frontman Taylor Goldsmith revels in the beauty and the mania of experimental musician Tom Waits’ flawless 1985 album Rain Dogs.Get Dawes' new album 'Good Luck with Whatever' now!

Temptations founding member Otis Williams and producer Harry Weinger bring their combined knowledge of the famed R&B group’s history to bear while examining its 1995 retrospective album Anthology.

Comedian Big Jay Oakerson returns to weigh in on one of the most divisive bands in music history: funk punkers the Red Hot Chili Peppers and their 1999 album Californication.

Comedian Tony Baker shows mad love and respect for New York rapper Nas’s 1994 debut masterpiece Illmatic.Check out his new special “Tony Baker and Friends” just dropped last week. Watch it on tonybakercomedy.comFor New Music and Album History, go to The500Podcast.com

Comedian Josh Wolf evokes the soulful simplicity and salt-of-the-earth songwriting epitomized by southern rockers Lynyrd Skynyrd’s 1973 debut album (Pronounced 'Lĕh-'nérd 'Skin-'nérd).FOR ALBUM HISTORY + NEW MUSIC INFLUENCED BY EACH ALBUM...CHECK OUT THE500PODCAST.COM

Famed voice actor on The Simpsons, comedian, musician, and radio host Harry Shearer digs deep into the legend of one of New Orlean’s greatest singer-songwriters, Dr. John, and his 1972 album Dr. John’s Gumbo.CHECK OUT OUR SPONSOR: Sunset Lake CBD - Get 15% off when you use the code 'JAM500' here https://sunsetlakecbd.com/FOR ALBUM HISTORY + NEW MUSIC INFLUENCED BY EACH ALBUM...CHECK OUT THE500PODCAST.COM

Big Star founding member Jody Stephens looks back on the legacy of highly influential power pop he helped create, as immortalized in the band’s 1974 sophomore album Radio City.FOR ALBUM HISTORY + NEW MUSIC INFLUENCED BY EACH ALBUM...CHECK OUT THE500PODCAST.COM

Emmy-nominated 'Reno 911!' actor Kerri Kenney-Silver reminisces of the creative New York scene in the 90's making music in the band Cake Like with a crunchy nod to grunge superstar PJ Harvey's 1993 album 'Rid of Me'. Check out 'Reno 911!' Part 2 streaming now on Quibi!This episode was sponsored by Sunset Lake CBD. Use the promo code 'JAM500' for 15% off your next order of organic, pesticide-free CBD flower, pre-rolls, tinctures and gummies. Learn more at sunsetlakecbd.com.

Revolutionary rock guitarist 'The Nightwatchman' Tom Morello reveals Rage Against The Machine wouldn't exist without The Clash's politically-infused eclectic triple album masterpiece, 1980's 'Sandinista!' Check out Tom's new song 'You Belong To Me' and pre-order his photo memoir "Whatever It Takes".This episode was sponsored by Sunset Lake CBD. Use the promo code 'JAM500' for 15% off your next order of organic, pesticide-free CBD flower, pre-rolls, tinctures and gummies. Learn more at sunsetlakecbd.com.

Singer-songwriter Sara Quin of Tegan and Sara pays homage to the trailblazing emotional rawness and political integrity of alternative rocker Sinéad O'Connor's 1990 sophomore album I Do Not Want What I Haven't Got.Check out Tegan and Sara's latest (9th) album, an EP of remixes of 'Hey, I'm Just Like You'. This episode was sponsored by Sunset Lake CBD. Use the promo code 'JAM500' for 15% off your next order. Learn more at https://sunsetlakecbd.com/

Comedian and actor Harland Williams channels his inner Jim Morrison through the medium of psychedelic rockers The Doors’ 1967 sophomore album Strange Days.For new music influenced by this album, music history and show notes, go to  The500podcast.com. Join the movement.

Actress and musician Rita Wilson bubbles over with enthusiasm for the breathtaking blues of Bob Dylan's 1997 comeback record Time Out Of Mind.Listen to Rita's music "Where's My Country Song", “When This Is Over” with the Oak Ridge Boys & Tauren Wellsas well as "Everybody Cries" from the film The Outpost. For new music influenced by this album, music history and show notes, go to  The500podcast.com. Join the movement.

Legendary guitarist Joe Satriani analyzes the god-like abilities of fellow rock deity Eric Clapton, dissecting his 1974 release 461 Ocean Boulevard.Buy Joe's new album Shapeshifting out now.For new music influenced by this album, music history and show notes, go to  The500podcast.com. Join the movement.

Minutemen bassist Mike Watt offers a life's worth of wisdom, condensed through the keyhole into the world of punk that is Wire's 1977 debut album Pink Flag.Check out Mike Watt’s hoot page and listen to The Watt From Pedro Show.For new music influenced by this album, music history and show notes, go to The500podcast.com. Join the movement.

Soul Asylum frontman Dave Pirner advocates for the all-time greatness of the highly influential post-hardcore trio Minutemen's 1984 album Double Nickels on the Dime. Listen to Soul Asylum’s latest album Hurry Up and Wait out now, and read Dave’s book Loud, Fast, Words.For new music influenced by this album, music history and show notes, go to The500podcast.com. Join the movement.

Comedian and "Queen of the Quip" Karen Kilgariff returns to the show ready to defend the idea that new wave punk rockers The Go-Go's 1981 debut album ‘Beauty and the Beat’ contains some of the greatest songs in human history.Listen to Karen’s podcast My Favorite Murder on Spotify.For new music influenced by this album, music history and show notes, go to The500podcast.com. Join the movement.

Weezer drummer and co-founding member Patrick Wilson revels in the raucous hard rock of Van Halen's 1978 self-titled debut album.Check out new songs from Weezer’s forthcoming album Van Weezer on Spotify.For new music influenced by this album, music history and show notes, go to The500podcast.com. Join the movement.

Actor and musician Chris Sullivan hoots, hollers and howls along to the experimental blues rock of his musical hero Tom Waits' 1999 album Mule Variations.Watch Chris play Toby on 'This is Us' and catch him perform with his band Joseph the Spouse.For new music influenced by this album, music history and show notes, go to The500podcast.com. Join the movement.

Comedian Phoebe Robinson proudly displays her undying love for Irish rock band U2, whose historic contributions to the genre and the world began with their 1980 debut album Boy. Watch her upcoming Comedy Central interview series, 'Doing the Most with Phoebe Robinson', launching later this year. For new music influenced by this album, music history and show notes, go to The500podcast.com. Join the movement.

Experimental musician and comedian Reggie Watts holds Wings in higher regard than frontman Paul McCartney's earlier contributions to rock history, using the group's 1973 album Band On The Run as a prime example of their superiority.For new music influenced by this album, music history and show notes, go to The500podcast.com. Join the movement.

Comedian and actor Jamie Kennedy oozes the mid-90s cool of trip-hop innovators Portishead and their landmark debut album Dummy.Check out ‘Crabs in a Bucket’ with Taryn Manning and Bruce Dern, and his new special “Stoopid Smart” on tubiFor new music influenced by this album, music history and show notes, go to The500podcast.com. Join the movement.

The Emmy award-winning voice actor behind Spongebob Squarepants Tom Kenny bares his old music soul and digs deep into the roots of rock ‘n roll following his beloved Buddy Holly leading The Crickets on their 1957 debut album The “Chirping” Crickets. Check out a virtual table read by the Spongebob Squarepants crew on June 1st, don't miss The Spongebob Movie coming out in August, and don't miss 'Tom Kenny & the Hi-seas' when they go back on tour.

Comedian, actor and writer Stephanie Simbari summons the strong, sultry spirits of the 1950s and 60s pop singers gathered together on The Best of the Girl Groups: Volume 1 and 2.Check out her podcast That's So Retrograde.For new music influenced by this album, music history and show notes, go to The500podcast.com. Join the movement.

Comedian and actress Zainab Johnson finds strength in the powerful femininity of Spanish Harlem R&B trio The Ronette's only studio album: 1964's Presenting The Fabulous Ronettes Featuring Veronica. Watch her on Amazon’s ‘Upload’, '100 Humans' on Netflix, and listen to her podcast HonesTEA with Z.For new music influenced by this album, music history and show notes, go to The500podcast.com. Join the movement.

Comedian and actor Esther Povitsky fantasizes about living in the era of doo-wop, when Motown queens Diana Ross and the Supremes ruled the charts with all the hits catalogued in their career retrospective Anthology.. Subscribe to her podcast Esther Club and watch her Comedy Central special June 5th!For guest playlists, new music influenced by this album, and full show notes, go to The500podcast.com. Join the movement.