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Ten Year Town

Author: Troy Cartwright

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Join Troy Cartwright as he sits down with hit songwriters, musicians and music city execs to discuss their journey through Music Row, the uncertainties of getting started and what it takes to stay at the top. 

176 Episodes
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Our inaugural LIVE episode, recorded in front of an audience in Nashville. Jessie Jo Dillon is a Nashville songwriter behind “10,000 Hours” (Dan + Shay and Justin Bieber), “Lies Lies Lies” (Morgan Wallen), “Am I Okay” (Megan Moroney), and “Break Up in the End” (Cole Swindell). She also runs Gatsby Records, her imprint with MCA, home to Carter Faith, William Beckmann, and Abigail Osborn. In this episode, we discuss growing up the daughter of Hall of Famer Dean Dillon, the LA publisher who to...
Brothers Osborne are the Grammy, ACM, and CMA award-winning duo of TJ and John Osborne, from Deale, Maryland. Their hits include “Stay a Little Longer,” “21 Summer,” and “Burning Man” with Dierks Bentley. Their fifth album, Watertown, produced by Jay Joyce, is out now on MCA. In this episode, we discuss a make-or-break dinner with Mike Dungan, fighting Jay Joyce over the “Stay a Little Longer” chorus, Craig Wiseman showing up from the hospital to write “21 Summer,” and how their brother-in-la...
Abigail Rose is a Nashville-raised singer-songwriter. This year her song “Betty’s in the Band,” a duet with Weston Hunter, went viral and took her from 35,000 to over a million monthly listeners. Her debut album Paisley is out October 23 on Silverlab. In this episode, we discuss her early years on Music Row, finding her own sound, and how a back-porch rehearsal video turned “Betty’s in the Band” into a viral hit. There are, of course, many other stops along the way. -------------------------...
🎟️ Ten Year Town: A LIVE Episode with Jessie Jo Dillon. Monday, October 19, Analog at Hutton Hotel. Doors 5:00, show 5:30. Tickets: https://ffm.link/tenyeartownlive Skip Ewing is a singer-songwriter from Redlands, California, with eleven No. 1 songwriting credits. Those include Randy Travis’ “If I Didn’t Have You,” Clint Black’s “Something That We Do,” and Collin Raye’s “Love, Me.” His songs have been recorded by George Strait, Kenny Chesney, Keith Urban, Willie Nelson, and, more recently, ER...
🎟️ Ten Year Town: A LIVE Episode with Jessie Jo Dillon. Monday, October 19, Analog at Hutton Hotel. Doors 5:00, show 5:30. Tickets: https://ffm.link/tenyeartownlive Dasha is a California-born, Nashville-based singer-songwriter whose 2023 single "Austin (Boots Stop Workin')" became a viral breakout and a member of the Spotify Billions Club. She was nominated for New Female Artist of the Year at the 2026 ACM Awards. Her latest single, "82 Chevy," is out now. In this episode, we discuss the ex-b...
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