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Charlotte Cornfield from Toronto, Ontario. Charlotte and Dylan discuss being Wilco Teens, the Toronto aughts music scene, finding permission in Lucinda Williams’ memoir, the logistics of bringing your baby on the road, her group chat of working musician mothers,
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Kevin Morby from Los Angeles, CA and Kansas City, MO. Kevin and Dylan discuss butterflies, his return to Los Angeles, the nuances between Kansas and Missouri culture, his life with partner and fellow songwriter Katie Crutchfield, a canon of indie musicians who play the long game, examining your own mythos, Elvis, and tennis.
+ Kevin gives a letter of recommendation.
++ Kevin asks the Magic 8 Ball on Dylan’s coffee table some questions.
Artists we mentioned:
David Berman/Silver Jews/Purple Mountains, Hand Habits, Woods, Lou Reed, Bruce Springsteen, Tom Petty, Joan Baez, The National, Taylor Swift, Waxahatchee, the Babies, Geese, Elvis Presely.
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Luke Temple of Los Angeles, CA. Luke and Dylan discuss advocating for yourself as an artist, taking War on Drugs and Big Thief on the road as openers, the distinction between being a studio guy versus a road guy, Krautrock changing your brain, time travel, plus: a heady argument regarding Dylan’s bread and butter (music criticism, and lyricism).
+ Luke gives us a letter of recommendation.
Artists we mentioned:
Here We Go Magic, Grizzly Bear, War on Drugs, Big Thief, Deerhoof, Mike Watt of Minutemen, Haroumi Hisono, Arthur Russell, Happy Mondays, Lizzie Mercier Descloux, Grace Jones, Robert Palmer, Talking Heads, Allegra Krieger, Life Without Buildings, West Coast Pop Art Experimental Band, Morphine, Dinosaur Jr., Lemonheads, Cameron Winter, Geese, Neu!, Cass McCombs, Neil Young, Lou Reed.
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Jenn Wasner of Flock of Dimes from Los Angeles. Jenn and Dylan discuss touring with Bon Iver versus playing basement shows, aging with intention as a female artist, being your own creative engine, and writing about addiction and codependence.
+ Jenn answers a listener advice question.
Artists we mentioned:
Sylvan Esso, Bon Iver, Wye Oak, Madeline Kenney.
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Brian of PHILM (@phishonphilm) from Durham, North Carolina. Brian and Dylan discuss the connection between jam band culture and indie rock, how people (guys) treat music like sports, the realities of being a prolific music poster, AA, the fickle algo, and sticking your neck out online for what you believe in.
+ Brian gives us a letter of recommendation.
Artists we mentioned:
Phish (obviously), Grateful Dead (obviously), Ex-Cops, John Siket, MJ Lenderman, the Doors, Nina Simone, Silver Apples, Spoon, Ween, Steely Dan, Ben Lee, Ninajirachi, Sumé.
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Folk Bitch Trio from Melbourne, Australia.
Folk Bitch Trio and Dylan discuss what it actually looks like to break into America as Aussies, housing espresso martinis at SXSW, meeting your bandmates at age twelve, astrology, formative cultural artifacts, and growing up as Gleeks.
+ Folk Bitch Trio gets something off their chest.
Cultural references we mentioned:
Michael Jackson, Glee, Step Up, Grumpy Cat, the Lashes, Hannah Montana, the Beatles, Rocky Horror Picture Show, Blues Brothers, Nancy Sinatra, Mary Poppins, Billy Elliott, Hairspray, Electric Light Orchestra, Amyl and the Sniffers, Nirvana, Frank Sinatra.
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Greg Freeman from Burlington, Vermont.
Greg and Dylan discuss the Burlington music scene, Delta Blues YouTube wormholes, the Northeast, the strangeness of the artistic statement, and Greg’s Saturn return.
+ Greg gives us a letter of recommendation.
Artists we mentioned:
Greaseface, Robber Robber, Dari Bay, Lily Seabird, Rockin’ Worms, Fugazi, Bill Callahan, The White Stripes, Son House, Neil Young, the Beatles, Bob Dylan.
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Toody Cole of Dead Moon, Pierced Arrows, and the Rats from Portland, Oregon. Recorded live onstage at Treefort Music Fest on March 26, 2026.
Dylan and Toody discuss her life as a pioneering woman in punk, love at first sight, homesteading in the woods, building a punk house temple from scratch and salvaged scrap, raising children, how the grunge era hit different in middle age, and continuing the legacy of her late husband Fred Cole.
Artists we mentioned:
Dead Moon, Pierced Arrows, the Rats, Range Rats, the Weeds, the Lollipop Shoppe, the Wipers, Nirvana.
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Buck Meek of Big Thief from Los Angeles, CA.
Buck and Dylan discuss growing up in Texas Hill County amongst guitar legends, channeling youth with older legends, unpacking the mythology of Big Thief’s relational intelligence, working alongside your ex-wife, your current wife, and your brother, wearing suits, and regional BBQ.
+ Buck answers a listener advice question.
Artists we mentioned:
Big Theif, Slim Richey, Django Porter, Brandon Gist, Lucinda Williams, Laraaji, Tucker Zimmerman, Adrianne Lenker, James Krivchenia.
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