Trevor Jackson on Making the "Greatest Breakup Album," Fighting Hollywood Stereotypes, and the Journey from Disney to Grey’s Anatomy

Listen on your favorite podcast service: Crazy Crew, join our We Sound Crazy list: Stream songs from the episode on our official We Sound Crazy playlists: Trevor Jackson joins the We Sound Crazy crew to remind everyone why he is the ultimate multihyphenate. From his early days as a tap-dancing prodigy inspired by Gregory Hines to lighting up screens in Grown-ish and Superfly, Trevor has always been an artist who refuses to be pigeonholed. In this episode, he dives deep into his evolution from a Disney fan favorite to a sophisticated force in Hollywood. He shares insights from his time on iconic sets like Grey’s Anatomy and American Crime, explaining his mission to portray complex Black men who transcend industry stereotypes. Whether he’s discussing his dream of playing Marvin Gaye or his clinical childhood obsession with Michael Jackson, Trevor’s commitment to authenticity and "excellent things" remains the heartbeat of his career. The conversation turns raw as Trevor breaks down his latest project, I Love You, Goodbye, which he boldly crowns “The Greatest Breakup Album of All Time." Written in a whirlwind two and a half week period of heartbreak and physical recovery, the album captures the honest, messy emotional vomit of a relationship’s end. As he prepares for the Healing Out Loud tour, Trevor opens up about the therapeutic power of vulnerability, his brother’s role as his creative right hand as Executive Producer and Mix Engineer, and his nostalgic wish for the days when fans had to drive to a store to truly value the music they bought. It’s an unfiltered look at an artist who is finally finding his own voice by leaning into his pain and turning it into a collective healing experience. Without further ado, press that play button! We Sound Crazy is your backstage pass to all things music and culture. Special thanks to our We Sound Crazy team! Director: Malachi Fuller Director of Photography: Neither Camera Op: Andrew Meyers, Derek Reed, Malachi Fuller, Neither Gaffer: Tyler Holmes Set Design: Gina Dorsey Producer/A2: Jerel Duren Editor: Hyyer Creative Producer: Lamont Baldwin, Aaron Walton Show Producer/Remixer: Michael "Roux" Johnson Assistant: Brittany Guydon Talent Producer: Micha "ML6" Logan Photography: Kirk McClain PA: Keylon Hall, Jonaye Anderson, Ryan Lee Thank you to all of our listeners, as well as our partners at Visit Music City. Special thanks to Trevor Jackson!

You can listen to Trevor Jackson on Making the "Greatest Breakup Album," Fighting Hollywood Stereotypes, and the Journey from Disney to Grey’s Anatomy online on Radio and Podcast. Open the player on this page to stream the available audio.

Trevor Jackson on Making the "Greatest Breakup Album," Fighting Hollywood Stereotypes, and the Journey from Disney to Grey’s Anatomy is an episode from State of Black Music by We Sound Crazy, LLC.

This episode is 63:23 long.

This episode was published on Apr 23, 2026.

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