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Hunter Flynn Tells A Story Of Love Lost And Dreams Chased On New Song “Second Guessing”

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Pre-save Flynn’s debut album, ‘ROOTS’:

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Courtesy of Nashville Harbor Records & Entertainment

Download artwork, HERE

 

Today (9.25), Kentucky-raised Appalachian soul artist Hunter Flynn shares “Second Guessing,” the latest preview from his upcoming debut album, ROOTS (due 10.30 via Nashville Harbor Records & Entertainment). Caught between the life he built and the love he left behind, Flynn’s new song explores the lingering question of whether chasing a dream is worth the sacrifices it demands. 

Listen to “Second Guessing” here:

hunterflynn.ffm.to/secondguessing.OPR

“From the day I started writing this song to this very day, it still manages to elicit emotion from me,” said Flynn. “It is one of my favorite songs I’ve ever written, and watching it come to life on the studio floor was an out-of-body experience that I still think about. I don’t know of anything sonically to compare it to, but I’m so excited for the world to finally hear it.”

Produced by M. Allen Parker (The Black Keys, Sturgill Simpson, Sierra Ferrell) and written by Flynn and Evan Wayne Ison, “Second Guessing” follows a man who leaves behind the woman he loves in pursuit of his dreams, only to realize the weight of what he’s given up on when she walks away with no hesitation. The song features standout Nashville session musicians including Tom Bukovac (The Black Keys, Stevie Nicks, Bob Seger), GRAMMY-nominated multi-instrumentalist Matt Combs, two-time ACM Bass Player of the Year Mark Hill and ACM-nominated keyboardist Michael Rojas, whose acoustic and electric guitar, mandolin, bass and piano parts frame lyrics that float through wedding dresses, an emerald-cut engagement ring and an old “love shack” on South Collins Street, painting a picture of the life they could have had. He expects her to fight for him. Instead, he’s left wondering: “Why didn’t you fight?”

His signature “Appalachian Soul” storytelling runs throughout ROOTS, Flynn’s 16-track debut exploring the people, places, loves and losses that have shaped his life, as well as the darker side of dream-chasing: burnout, broken relationships and choices that linger. After a life-changing car accident pushed the Pulaski County native to pursue music full-time, Flynn wrote or co-wrote every track and created the album’s hand-drawn artwork, including his recurring Appalachian astronaut character. “Second Guessing” follows recent releases “Wasted Day” (5.22), “Robbing A Bank” (6.26), “Dreams Keep Dying” (7.17) and “You, Not Me” (8.21), all featured on ROOTS.

Flynn recently made his AmericanaFest debut, performing at The Basement East as part of the festival’s official lineup and Music Blooms Here Vol. 2: A Laurel Cove Shindig. He hits the road this fall, supporting Turnpike Troubadours and Steve Earle, before embarking on his 36-date Back To My Roots Tour, which kicks off on October 1st and takes him to Nashville, Brooklyn, Lexington and more. For upcoming tour dates and more information, visit hunterflynn.com/shows.

 

Back to My Roots Tour Dates:

Thurs., October 1 | Newport, KY | The Southgate House Revival

Fri., October 2 | Middlesboro, KY | Cumberland Mountain Fall Festival

Thurs., October 8 | Huntington, WV | The Loud

Fri., October 9 | Lexington, KY | The Burl

Sat., October 10 | Asheville, NC | Revival Asheville

Fri., October 16 | Lynchburg, TN | Jack Daniel’s Distillery

Sat., October 17 | Long Beach, CA | Long Beach, CA *

Wed., October 21 | Brooklyn, NY | Skinny Dennis

Thurs., October 22 | Albany, NY | Empire Underground

Fri., October 23 | Asbury Park, NJ | Asbury Lanes

Sat., October 24 | Warrendale, PA | Jergel’s Rhythm Grille

Tues., October 27 | Portsmouth, NH | The Press Room

Wed., October 28 | Somerville, MA | The Rockwell

Thurs., October 29 | Wayne, PA | 118 North

Fri., October 30 | Wilkes-Barre, PA | River Street Jazz Cafe

Tues., November 3 | Buffalo, NY | Buffalo Iron Works

Wed., November 4 | Cleveland, OH | Beachland Ballroom & Tavern

Thurs., November 5 | Columbus, OH | A&R Music Bar

Sat., November 7 | Louisville, KY | Headliners Music Hall

Sun., November 8 | St. Louis, MO | Old Rock House

Mon., November 9 | Indianapolis, IN | HI-FI

Thurs., November 12 | Memphis, TN | 1884 Lounge

Fri., November 13 | Maryville, TN | The Shed

Sat., November 14 | Decatur, GA | Eddie’s Attic

Thurs., November 19 | Isle of Palms, SC | Windjammer

Fri., November 20 | Wilmington, NC | Bowstring Brewyard

Sat., November 21 | Greenville, SC | Doc’s Tavern

Fri., November 27 | Somerset, KY | The Virginia Theatre

Sat., November 28 | Chattanooga, TN | Songbird’s

Fri., December 4 | Mobile, AL | Soul Kitchen Music Hall

Sat., December 5 | Oxford, MS | Proud Larry’s

Thurs., December 10 | Nashville, TN | Skinny Dennis

Fri., December 11 | Huntsville, AL | Rocket City Honky Tonk

Thurs., December 17 | Menomonee Falls, WI | Caribou Room

Fri., December 18 | Appleton, WI | Appleton Beer Factory

Sat., December 19 | Jacksonville, IL | Twisted Tree Music Hal

* denotes date supporting Turnpike Troubadours & Steve Earle

 

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ABOUT HUNTER FLYNN:

Raised in Pulaski County, Kentucky, Hunter Flynn is a rising singer-songwriter putting his Appalachian Soul stamp on Americana-folk, blending bluegrass-tinged country, folk, blues, gospel and Southern rock with a gut-punching vocal delivery. After a life-changing car accident in early 2022, Flynn made music his focus, releasing his debut EP, Appalachian Soul, in 2023 and quickly earning recognition for his raw, deeply personal songwriting. 

He will release his debut album, ROOTS, October 30 via Nashville Harbor Records & Entertainment, a 16-track collection written or co-written by Flynn and produced by M. Allen Parker with additional production from David Ferguson. The album explores the people, places and experiences that shaped him, with previously released tracks including “Wasted Day,” “Robbing A Bank,” “Dreams Keep Dying” and “You, Not Me.” 

Flynn will launch his Back To My Roots Tour in October, with upcoming stops at the Cumberland Mountain Fall Festival and a date supporting Turnpike Troubadours and Steve Earle. He has previously shared stages with Zach Top, Wyatt Flores and Josh Meloy, among others.

For more information, visit hunterflynn.com.

 

ABOUT BIG MACHINE RECORDS:

Led by Founder, Chairman, and CEO Scott Borchetta, Big Machine Records & Nashville Harbor Records & Entertainment are the core record company brands in Borchetta’s portfolio of businesses.

The Big Machine/Nashville Harbor artist roster includes Riley Green, The Band Perry, Rascal Flatts, The Jack Wharff Band, Marfa, Aaron Lewis, Caroline Jones, Cole Goodwin, Greylan James, Hunter Flynn and Mackenzie Carpenter.

Their artists have received multiple GRAMMY, CMA, ACM, AMA, CMT, Teen Choice, MTV, Billboard, People's Choice and BRIT Awards. Big Machine is the first-ever American label to align with terrestrial radio for performance royalty rights for its artists and is an industry leader in fighting for artist, songwriter, publisher and record company rights.

Visit https://www.bigmachinerecords.com for more information.

Follow Hunter Flynn:

Website | Instagram | TikTok | YouTube | Facebook

 

Booking Contact: 

LRoberts@WMEAgency.com

GTurner@WMEAgency.com

 

Peachtree Booking Contact: 

Dustin.Labbe@peachtreeent.com

Annabelle.wiedower@peachtreeent.com

 

Marketing Contact: 

Boone.tabet@peachtreeent.com

 

Borchetta Entertainment Group Press Contact:

press@bigmachinemail.com