Guess That Record

It's the 60th episode of Guess That Record, and Jackson is joined by SiriusXM DJ Bobby Watman! Bobby founded the iconic ’70s-themed nightclub brand Polly Esther’s, which helped turn disco into a national phenomenon and expanded to 35 locations nationwide. He later co-founded the ’80s-themed Culture Club with Debbie Gibson and the ’90s hotspot Nerveana. Recently, he moved into radio becoming a host...

Jackson is joined by Ali Handal for this episode of Guess That Record! Ali is a blues rock musician hailing from Los Angeles. Despite not releasing her first album until she was 30, Ali has built a successful career in the music industry through touring, creating a sync licensing company, and collaborating with the likes of Neil Young and Paul Williams. In the episode, Jackson and Ali talk about h...

On this episode of Guess That Record, Jackson is joined by Eric Hirshberg! Eric is best known for serving as the CEO of Activision, where he oversaw major gaming franchises like Call of Duty, Destiny, and Guitar Hero. However, he's always been a musician, and now music is his main focus. In their conversation, Jackson and Eric talk about running Activision, getting his music career off the ground,...

Guess That Record is back with Jackson interviewing songwriter JP Clark! With over 3 billion streams globally, he has helped shape hits across pop, alternative, and hip-hop, including major records with Bryce Vine (“Drew Barrymore” and “La La Land”) as well as releases with blink-182, Lukas Graham, Thirty Seconds to Mars, and more. In the episode, Jackson and JP talk about his journey in the music...

This episode of Guess That Record has Jackson interviewing the amazing Steve Hackett! Steve is best known for serving as the lead guitarist for Genesis from 1971 to 1977. During his time in the band, he appeared on classic albums including "Foxtrot," "Selling England by the Pound," and "A Trick of the Tail." Since then, he's pursued a successful solo career which continues to this day. In this epi...

It's time for A Quick Chat With, the supplemental show of Guess That Record! In this episode, Jackson is joined by Sarah Nagourney. A successful songwriter since the 1980s, Sarah has written tracks for Southside Johnny, Wayne Brady, and Wynonna Judd. She also hosts the podcast "She Creates Noise," which helps shine a spotlight on women in the music industry. During the episode, Jackson and Sarah t...

On this episode of Guess That Record, Jackson has a conversation with Megan Kane and Dylan Turner of the southern rock band Parker Barrow! Joining forces in 2019, the husband and wife duo have built Parker Barrow into a full time band amassing a dedicated fanbase in the US and Europe. In the episode, Jackson, Megan, and Dylan talk about how they started the band, their new album Hold The Mash, and...

The supplemental show of Guess That Record returns as Jackson has A Quick Chat With Brad Tolinksi and Chris Gill! Brad and Chris are best known for their work in Guitar World Magazine, and are collaborating on their second book together "Blow By Blow: The Jeff Beck Story." In the episode, Jackson, Brad, and Chris talk about their background as music journalists, and what came to light when writing...

This episode of Guess That Record has Jackson speaking with musician and actor Martin Luther McCoy! Martin is best known for his time as a member of The Roots, as well as his role in the film Across The Universe. In this episode, Jackson and Martin talk about his musical upbringing in San Francisco, jamming with Questlove, and his new solo album Welcome Back Love!   Get Connected With Martin: ( ht...

This episode of Guess That Record has Jackson interviewing Mark Jowett! Based in Vancouver, Mark is one of the co-founders of Nettwerk, one of Canada's most successful independent labels! The company has collaborated with many successful artists over the years including Sarah McLachlan, Coldplay, Avril Lavigne, and many more. In the episode, Jackson and Mark talk about Nettwerk's origin, discoveri...

Guess That Record returns with Jackson interviewing Canadian country artist Kelsi Mayne! From Windsor, Ontario, Kelsi delivers songs both energetic and emotional. As an independent artist, she's amassed millions of streams, been featured on SiriusXM, and has performed at major events like the Calgary Stampede. In this episode, Jackson and Kelsi talk about her unique influences for a country artist...

Guess That Record returns with Jackson interviewing fellow Canadian Jill Hennessy! An actress and musician who's been achieving success since the early 1990s, Jill has appeared in numerous films and shows. She's best known for her roles on shows like Law & Order, and Crossing Jordan. As a musician, she's released two studio albums and performed at Lilith Fair. In this episode, Jackson and Jill...

It's the milestone 50th episode of Guess That Record, and Jackson's special guest is Alexa Ray Joel! The daughter of Billy Joel and Christie Brinkley, Alexa has followed in her father's footsteps to become a successful musician performing her own original music. In this episode, Jackson and Alexa talk about her upcoming releases, her musical influences, and what it's like to perform with her fathe...

Guess That Record returns with Jackson interviewing Midge Ure! Hailing from Scotland and having been active in music since the early 70s, Midge is best known for serving as the frontman for the band Ultravox. The group had a string of hit singles on the UK charts in the 80s including "Vienna," and "Dancing With Tears in My Eyes." Midge is best known for his collaboration with Bob Geldof, co-writin...

This episode of Guess That Record has Jackson interviewing drummer Chris Maas! Hailing from Luxembourg, Chris has been active in the music business for over 20 years working with artists like Mumford & Sons. Since 2024, he's been the drummer for Sting as a member of the new STING 3.0 band. In the interview, Jackson and Chris talk about growing up in Luxembourg, the grind of finding work as a m...

This episode of Guess That Record has Jackson speaking with the incredible Steve Porcaro! A keyboardist and founding member of Toto, Steve has been playing on hit songs since the 1970s. Outside of Toto, he's worked with Yes, Don Henley, and Michael Jackson. For the latter, Steve wrote one of the biggest hits off of the Thriller album, "Human Nature." In this episode, Jackson and Steve talk about h...

This episode of Guess That Record has Jackson speaking with music industry veteran Andy Factor of Everloving Records! Andy got his start at Virgin Records, where he played a key role in the company's A&R during the 1990s. He then left to start Everloving, which has released albums by Jack Johnson, Metric, and The Jack Moves. In the episode, Jackson and Andy talk about how he got started at Vir...

The new episode of Guess That Record has Jackson speaking with podcasting veteran Ralph Sutton! A seasoned podcast and pop culture commentator with two decades of experience in front of the mic as a TV and radio host. Currently, Ralph is the host of the hit comedy podcast The SDR Show, and in 2016 founded the GaS Digital Network, which reaches 4 million listeners a month across 22 shows. Prior to...

Guess That Record returns with Jackson interviewing Pete Muller! After achieving success in quantitative finance, he found himself yearning to fulfill his creative urges. Balancing fatherhood, marriage, and running a company, he continued to write and perform – eventually releasing a series of albums that would lead to dates with the likes of John Oates, Lisa Loeb, Jimmy Webb, Livingston Taylor, a...

On this episode of Guess That Record, Jackson is joined by Billy West! One of the greatest voice actors of all time, Billy has appeared in numerous productions over the course of his storied career. He is best known for his work on Futurama, voicing the lead characters of Fry, Professor Farnsworth, and Dr. Zoidberg. He also appears in Space Jam as Bugs Bunny, as well as shows like Doug, and The Re...

The first Guess That Record of 2026 features Jackson speaking with Kenny Aronoff! Named one of the 100 greatest drummers of all time by Rolling Stone, Kenny remains one of the most in demand performers behind the kit in the music industry. He's worked with John Mellencamp, John Fogerty, Sammy Hagar, The Rolling Stones, and many more. In the episode, Jackson and Kenny talk about recording hit songs...

On Guess That Record, Jackson welcomes successful bassist Matt Bissonette to the podcast! Matt has been active in the music industry since the 1980s, becoming one of the most in demand bass players for some of the biggest names in music. Matt has had the chance to work with Elton John, Ringo Starr, David Lee Roth, Rick Springfield, and many more. In this episode, Jackson and Matt talk about his ea...

Guess That Record returns with music executive Ruchir Mohan joining Jackson for a great conversation! Ruchir is a member of 1916 Enterprises, a management company representing artists, songwriters, and producers. Some of Ruchir's clients include rapper Tommy Genesis, and Morgan Wallen songwriter James Maddocks. In the episode, Jackson and Ruchir talk about his journey in the music business, and wh...

On this episode of Guess That Record, Jackson speaks with longtime record producer and composer Fred Mollin! Fred has been active in the music business since the 70s. His big break came in 1977, when he co-produced Dan Hill's smash hit "Sometimes When We Touch." The single reached #3 on the Billboard Hot 100, and was nominated for a Grammy. Fred has since gone on to work with Billy Joel, America,...

On this episode of Guess That Record, Jackson gets to speak with Phil Manzanera of Roxy Music! An early member of the group, Phil played guitar on all of Roxy Music's albums which included hit songs like "Love Is the Drug," "Jealous Guy," and "More Than This." In 2019, Phil and the band were inducted into the Rock and Roll Hall of Fame. Phil has also worked extensively with Pink Floyd and David Gi...