Grammy-nominated singer-songwriter Chris Trapper joins Rhett to talk about his winding, decades-long path through music—from lip-syncing Tom Jones as a kid to signing a major label deal with The Push Stars and building a solo career defined by resilience, honesty, and hustle. From his early days with The Push Stars to his recent solo album—written in the wake of personal loss—Chris opens up about creativity as therapy, the business of being an artist, and how a lack of a backup plan can sometimes be the best motivator. He shares the importance of optimism, the necessity of forgetting bad gigs, and the quiet power of sticking with it—even when there’s no backup plan.

Listen to his new album Watching Sparks Fly By

Follow Chris @christrapperofficial

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Wheels Off is hosted and produced by Rhett Miller. Executive producer Kirsten Cluthe. Editing by Matt Dwyer. Music by Old 97’s. Episode artwork by Mark Dowd. Show logo by Tim Skirven. 

Revisit previous episodes of Wheels Off with guests Rosanne Cash, Rob Thomas, Jeff Tweedy, The Milk Carton Kids, and more. If you like what you hear, please leave us a rating or review.

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Rhett is joined by multi-instrumentalist, folklorist, and genre-defying artist Jordan Wax to discuss his emotionally rich new album, The Heart Deciphers. With roots in Missouri and a home in rural New Mexico, Jordan brings a rare blend of intergenerational storytelling, Jewish diasporic heritage, and indie rock sensibility to his work.

The two explore the complexities of honoring tradition while making art that feels alive in the present moment. Jordan opens up about the deeply personal nature of his latest songs, sung partly in Yiddish, and the surprising universality of intimate, hyper-niche creative expression. He also shares what it's like to build music from micro-communities, how he wrestles with internal doubts, and why the best antidote to creative paralysis is showing up for your art—even when it's hard.

Listen Now: Available on Apple Podcasts, Spotify, Stitcher, and all major platforms.

Stream The Heart Deciphers wherever you listen to musicLearn more at jordanwax.com

Follow Rhett @rhettmiller

Wheels Off is hosted and produced by Rhett Miller. Executive producer Kirsten Cluthe. Editing by Matt Dwyer. Music by Old 97’s. Episode artwork by Mark Dowd. Show logo by Tim Skirven. 

Revisit previous episodes of Wheels Off with guests Rosanne Cash, Rob Thomas, Jeff Tweedy, The Milk Carton Kids, and more. If you like what you hear, please leave us a rating or review

Learn more about your ad choices. Visit megaphone.fm/adchoices

Rhett is joined by indie legend David Gedge, frontman of The Wedding Present and Cinerama, for an in-depth conversation that spans four decades of creativity, resilience, and evolution. David shares stories behind the band’s origin, his distinctive strumming style, and why he still writes songs after more than 300 under his belt. Rhett and David discuss what keeps him inspired—from his early love of music and DIY spirit to recent projects including a 40th anniversary retrospective, a new EP inspired by Mini, and the continuing joy of songwriting. 

Follow David @weddingpresent

Follow Rhett @rhettmiller

Wheels Off is hosted and produced by Rhett Miller. Executive producer Kirsten Cluthe. Editing by Matt Dwyer. Music by Old 97’s. Episode artwork by Mark Dowd. Show logo by Tim Skirven. 

This podcast is available on Apple Podcasts, Spotify, or wherever you get your podcasts. You can also ask Alexa to play it.  

Revisit previous episodes of Wheels Off with guests Rosanne Cash, Rob Thomas, Jeff Tweedy, The Milk Carton Kids, and more. If you like what you hear, please leave us a rating or review.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Singer-songwriter Esther Rose joins Rhett to discuss her transformative new album WANT, her journey into music, and the evolution of her sound. Dialing in from Santa Fe, Esther shares why this record feels like her most personal yet, how she confronts anxiety through songwriting, and the importance of agency in art and life.

Follow Esther @therealestherrose

Follow Rhett @rhettmiller

Wheels Off is hosted and produced by Rhett Miller. Executive producer Kirsten Cluthe. Editing by Matt Dwyer. Music by Old 97’s. Episode artwork by Mark Dowd. Show logo by Tim Skirven. 

This podcast is available on Apple Podcasts, Stitcher, Spotify, or wherever you get your podcasts. You can also ask Alexa to play it.  

Revisit previous episodes of Wheels Off with guests Rosanne Cash, Rob Thomas, Jeff Tweedy, The Milk Carton Kids, and more. If you like what you hear, please leave us a rating or review.

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode of Wheels Off, bestselling author Nathan Hill (The Nix, Wellness) joins Rhett for an open-hearted conversation about creativity, resilience, and the slow, surprising process of writing novels. From the trauma of losing three years of work in a car break-in to the lessons he learned from video games and Judy Blume, Nathan offers both practical advice and poetic metaphors—yes, slime is involved—for navigating the emotional highs and lows of the creative life.

Follow Nathan @nathanhillbooks

Follow Rhett @rhettmiller

Wheels Off is hosted and produced by Rhett Miller. Executive producer Kirsten Cluthe. Editing by Matt Dwyer. Music by Old 97’s. Episode artwork by Mark Dowd. Show logo by Tim Skirven. 

This podcast is available on Apple Podcasts, Stitcher, Spotify, or wherever you get your podcasts. You can also ask Alexa to play it. Revisit previous episodes of Wheels Off with guests Rosanne Cash, Rob Thomas, Jeff Tweedy, The Milk Carton Kids, and more. If you like what you hear, please leave us a rating or review.

Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode of Wheels Off, acclaimed vocalist, songwriter, and activist Rebecca Martin joins Rhett for a candid conversation about her decades-long music career, her passion for water protection and civic engagement, and the release of her new acoustic album, She.

Rebecca shares insights from her early days in New York's jazz scene to the deeply personal process behind her latest solo work. The two also discuss the intersection of music and activism, the value of creative solitude, raising children in a creative household, and learning to let go of social media in favor of real connection.

SHE is available now.

Follow Rhett @rhettmiller

Wheels Off is hosted and produced by Rhett Miller. Executive producer Kirsten Cluthe. Editing by Matt Dwyer. Music by Old 97’s. Episode artwork by Mark Dowd. Show logo by Tim Skirven. 

This podcast is available on Apple Podcasts, Stitcher, Spotify, or wherever you get your podcasts. You can also ask Alexa to play it. Revisit previous episodes of Wheels Off with guests Rosanne Cash, Rob Thomas, Jeff Tweedy, The Milk Carton Kids, and more. If you like what you hear, please leave us a rating or review.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Sigrid Nunez, one of our most celebrated literary voices, joins Rhett for a conversation about writing, adaptation, and the creative process. She shares her experience of seeing her novels adapted for the screen and reflects on how film adaptations, much like cover songs, bring a new vision to a writer's work. The two discuss her writing process, transition to short stories, and the unofficial trilogy formed by her last three novels, including "The Vulnerables." Drawing wisdom from her career and the influences of writers like Toni Morrison and Virginia Woolf, she provides a candid look at what it takes to sustain a life in writing. When asked what advice she would give her 21-year-old self, her response is simple: keep writing.

Follow Sigrid Nunez https://sigridnunez.com

Follow Rhett @rhettmiller

Wheels Off is hosted and produced by Rhett Miller. Executive producer Kirsten Cluthe. Editing by Matt Dwyer. Music by Old 97’s. Episode artwork by Mark Dowd. Show logo by Tim Skirven. 

This podcast is available on Apple Podcasts, Stitcher, Spotify, or wherever you get your podcasts. You can also ask Alexa to play it. Revisit previous episodes of Wheels Off with guests Rosanne Cash, Rob Thomas, Jeff Tweedy, The Milk Carton Kids, and more. If you like what you hear, please leave us a rating or review.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Academy Award-winning director and screenwriter Terry George (Hotel Rwanda, In the Name of the Father) joins Rhett for this week’s episode. Known for his compelling storytelling and focus on everyday heroes, Terry discusses his creative process, his background in journalism, and the real-life inspirations behind his work. He shares the stories behind his latest projects, including a play about a Northern Ireland prison escape, and his early days writing about The Pogues. Rhett and Terry reflect on how the film industry has evolved, the tricky business of translating history into compelling narratives, and the ever-present struggle of turning raw ideas into art. 

Follow Rhett @rhettmiller

Wheels Off is hosted and produced by Rhett Miller. Executive producer Kirsten Cluthe. Editing by Matt Dwyer. Music by Old 97’s. Episode artwork by Mark Dowd. Show logo by Tim Skirven. 

This podcast is available on Apple Podcasts, Stitcher, Spotify, or wherever you get your podcasts. You can also ask Alexa to play it.  

Revisit previous episodes of Wheels Off with guests Rosanne Cash, Rob Thomas, Jeff Tweedy, The Milk Carton Kids, and more. If you like what you hear, please leave us a rating or review.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Acclaimed singer-songwriter Sarah Jaffe joins Rhett for a conversation about artistic evolution, reinvention, and creative resilience. From her early days as an indie-folk sensation, she reflects on the twists and turns of her genre-defying career. Sarah and Rhett discuss the challenges of breaking creative ruts, navigating the process of songwriting and the pressure to finish a song in the moment. Sarah shares some of the lessons she’s learned over the years and explains why simply being a nice person is a game-changer.

Follow Sarah @sayjaffe

Follow Rhett @rhettmiller

Wheels Off is hosted and produced by Rhett Miller. Executive producer Kirsten Cluthe. Editing by Matt Dwyer. Music by Old 97’s. Episode artwork by Mark Dowd. Show logo by Tim Skirven. 

This podcast is available on Apple Podcasts, Stitcher, Spotify, or wherever you get your podcasts. You can also ask Alexa to play it. Revisit previous episodes of Wheels Off with guests Rosanne Cash, Rob Thomas, Jeff Tweedy, The Milk Carton Kids, and more. If you like what you hear, please leave us a rating or review.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Comedian, actor, and author Todd Barry joins Rhett to discuss his journey through the world of comedy—from his first appearance on Letterman at age 18 to launching his own crowd work tour following a successful Comedy Central special. They explore the personal experiences that shaped Todd’s comedic voice, Rhett shares a Todd Barry joke that became a family favorite, and Todd explains how ADHD can sometimes work to his advantage on stage.

Todd Barry has released three one-hour stand-up specials, including The Crowd Work Tour and his latest, Spicy Honey, for Netflix. A favorite on late-night TV, he has appeared on The Late Show with Stephen Colbert, The Late Show with David Letterman, Conan, and Late Night with Seth Meyers. He is also the author of the critically acclaimed 2017 travel memoir Thank You for Coming to Hattiesburg.

Follow Todd @toddbarry

Follow Rhett @rhettmiller

Wheels Off is hosted and produced by Rhett Miller. Executive producer Kirsten Cluthe. Editing by Matt Dwyer. Music by Old 97’s. Episode artwork by Mark Dowd. Show logo by Tim Skirven. Revisit previous episodes of Wheels Off with guests Rosanne Cash, Rob Thomas, Jeff Tweedy, The Milk Carton Kids, and more. If you like what you hear, please leave us a rating or review.

Learn more about your ad choices. Visit megaphone.fm/adchoices