Comedian Jordan Jensen dives into the rebellious angst and pop-punk anthems of Green Day's 1994 album Dookie

Penn Jillette makes his debut on The 500 to talk about Lou Reed’s second studio album, Transformer, as well as his Velvet Underground career.

Guitar Virtuoso Joe Bonamassa and Wayne Federman return for another episode, this week to talk about John Mayall and Eric Clapton’s 1966 British Blues release.

Legendary producer, writer and guitarist Lenny Kaye joins The 500 to discuss the compilation album of psych rock he put together in the early 1970s. Morty Coyle also joins Josh as a special guest.

Adam Pally makes his debut on The 500 to talk about R.E.M.’s debut, Murmur, and whether they should be considered one of the great American Rock bands.

James Adomian returns to The 500 to form a hand harmonica band with Josh and to discuss one of the best harmonica players ever, Little Walter.

Paul Scheer makes his first appearance on The 500 to talk about The Strokes 2001 debut album and how it represents New York City from that time, Is This It.

Bill Burr returns for his third appearance on The 500 to talk about hard rock legends and his favorite band of all-time, AC/DC. 1979’s Highway To Hell is their final album with singer Bon Scott.

Sean Patton makes his debut on The 500 to talk about the album that marked the beginning of Trent Reznor’s real-life descent into depression and addiction, 1994’s “The Downward Spiral” album.

Wendy Liebman makes her first appearance on The 500 to talk about Simon & Garfunkel's second appearance - Parsley, Sage, Rosemary & Thyme

Comedian & Actor Donnell Rawlings makes his first appearance to talk about the follow-up to Michael Jackson's landmark "Thriller" album, 1987's "Bad"

Comedian and master impersonator James Austin Johnson busts out his best poetic mumbling to better embody rock icon Bob Dylan's 2006 album Modern Times.

Cream was one of the earliest "supergroups", featuring Eric Clapton, Jack Bruce, and Ginger Baker. Wheels of Fire is their third release, and friend of The 500 Wayne Federman stops by to discuss one of his favorite albums of all time.

Prince's first two albums painted him as more of a romantic, but his dirty and funky side came through in full force on 1980's "Dirty Mind". Comedian Ali Siddiq discusses how Prince was in a class of his own in many ways.

Santana's 1970 release Abraxas has long been a fixture in the life of Comedian & Actor Frankie Quinones to the point where he has the album cover tattooed on him. Find out why in Episode 207.

Comedian Paula Poundstone's love for Cat Stevens came during her teenage years with the album "Tea For The Tillerman", and dives into the tracks she loves most from Stevens' fourth album.

Comedian Joe List is a Pearl Jam superfan who has seen them dozens of times. Joe takes us through his top tracks from their 1991 debut album "Ten"

Comedian & Author Colin Quinn's fandom of Neil Young dates back to the 1970s, but it's not all love for the iconic singer-songwriter. Colin discusses when Neil is at his best and when he's not on the 1969 album "Everybody Knows This Is Nowhere"

Comedian & Roaster Tony Hinchcliffe's passion for Pink Floyd is undeniable. He discusses the highlights and lowlights of the 1975 album Wish You Were Here.

Actor and comedian Rainn Wilson brings his wit and charm to unravel the indie rock brilliance of Pavement's 1994 album 'Crooked Rain, Crooked Rain.'

Collective Soul's lead singer Ed Roland brings his rock expertise to dissect the timeless hits of The Rolling Stones' 1981 album "Tattoo You."

Comedian Eleanor Kerrigan joins the podcast to groove to the electrifying rhythms of Ike & Tina Turner's 1991 compilation album "Proud Mary: The Best of Ike and Tina Turner."

Radio legend Ron Bennington is back again to rock out and dissect the raw energy of New York Dolls' self-titled album from 1973.

Heavy metal legend Max Cavalera reveals his inspiration from the roots of rock in Bo Diddley's 1958 & 1959 albums Bo Diddley & Go Bo Diddley.

In a record-breaking tenth appearance, 500 favorite Wayne Federman is back to break down the ballads of Bobby "Blue" Bland's 1961 album Two Steps from the Blues.