Comedian Wayne Federman joins the show to explore At Last!, unpacking Etta James’ life, voice, and cultural impact, and how this timeless album bridged blues, soul, pop, and emotional truth in American music history.

Comedian and cultural obsessive Wayne Federman returns to The 500 to dig into Sweetheart of the Rodeo by The Byrds, unpacking how a rock band’s leap into country music reshaped American songwriting, sparked controversy, and quietly changed the future of popular music.

Loni Love returns for her fifth appearance on the podcast to discuss the groundbreaking album that showed pop music could embody both celebration and protest, Sly and the Family Stone's Stand!

Jackie Fabulous joins the podcast for the first time to discuss the The Harder They Come Motion Picture Soundtrack, the record that brought reggae to the world, and to decide if Jimmy Cliff belongs on the Mount Rushmore of reggae.

Erik joins the podcast for the second time to discuss one of the most influential records in hip-hop history that redefined Run D.M.C.’s career and cemented hip hops place in pop culture.

Over time, this album has been considered one of the great lost masterpieces that wasn’t appreciated in its time. Wayne Federman makes his 25th appearance to break it down.

Greg Fitzsimmons makes his third appearance to discuss one of the iconic voices and artists of the 1960s.

Ian Edwards makes his third appearance on the podcast to discuss the album that pushed The Wailers to global status.

Craig Shoemaker makes his debut on the podcast to discuss The Byrds album that features “So You Want to Be a Rock ’n’ Roll Star”.

Maria Bamford makes her debut on The 500 to discuss the album that was a turning point for Iggy and The Stooges

Greg Proops makes his return to The 500 to discuss the most influential album from the Talking Heads' catalog.

Wil Wheaton makes his debut on The 500 to discuss Television’s debut album that bridged the gap from New York Punk to the post-punk and indie guitar sound

Jim Norton joins Josh & some special guests offer their thoughts to discuss the landmark Black Sabbath sophomore release

Clean Title Saturday Night Fever - The Original Soundtrack - Martha Plimpton Short Description Martha Plimpton makes her debut on The 500 to discuss a soundtrack that captured the 1970s very well

Eric Roberts makes his debut to discuss the Bruce Springsteen album that expanded his sound to what it would become for many albums afterwards.

Godfrey returns to The 500 to discuss one of hip-hop music’s landmark albums, Ready To Die

Melissa Auf der Maur makes her debut on the show to talk about the Pavement album that set the stage for “Crooked Rain, Crooked Rain.”

Wayne Federman checks in to talk about Elton John’s first major compilation that spent 10 weeks at #1 on the charts.

Maura Tierney makes her debut on The 500 to discuss the album where The Replacements hit their stride

Music and storytelling meet on Broken Record, where artists across genres and generations sit down to explore the joy, chaos, and vulnerability of creating—and what it means to devote a life to music.

B-Real of Cypress Hill joins Josh to discuss Dr. Dre’s ground-breaking debut album after leaving N.W.A.

Jonathon “Boogie” Long makes his debut on the podcast to discuss a band that Mick Jagger once called “the best band in the world.”

Courtney Taylor-Taylor of the Dandy Warhols makes his debut to talk about the album that launched Blondie into the mainstream.

Wayne Federman returns to discuss what has been heralded as one of the greatest live Blues performance recordings of all time.

Get into the holiday season early with this collection of Christmas songs from one of the biggest producers of the 1960s!