In Episode 291 of Outside The Round, host Matt Burrill sits down with Texas legend Aaron Watson to talk about his massive new album A Horse Named Texas and the next chapter of a career that’s still gaining momentum nearly 30 years in. Aaron dives into the creation of the 25-song project, his five-year plan to release even more music, and what it means to truly “go for broke” at this stage of his life and career. He reflects on vocal cord surgery, returning stronger than ever, and why he feels more motivated now than ever before. The conversation also highlights his growing online presence with his Tailgate Talks series on social media, where he’s been connecting with fans and even playfully engaging with the next wave of artists. Aaron opens up about watching his son Jake come up as a songwriter and artist, and how being able to mentor him in ways he didn’t have early in his own career has been especially meaningful. From stories about growing up on Waylon and Willie with his dad, to building a career rooted in songwriting, live shows, and authenticity, Aaron shares hard-earned wisdom on staying true to yourself, chasing great songs, and building a legacy that goes far beyond awards.

Follow on Social Media:

Aaron Watson: @aaronwatsonmusic
Matt Burrill: @raisedrowdymatt
Outside The Round: @outsidetheround
Raised Rowdy: @raisedrowdy

In Episode 290 of Outside The Round, host Matt Burrill sits down with Florida native Madden Metcalf to talk about his rapid rise from working on crab boats and playing waterfront restaurants to becoming one of the most exciting new voices coming out of the South. Madden shares how growing up on the “Forgotten Coast” shaped his work ethic, sound, and storytelling, and how those real-life experiences now fuel songs like “I Don’t Want to Cry Anymore” and “My Hometown.” The conversation dives into his journey to Nashville, getting discovered by Freddie Wexler, and the fast-moving momentum that led to a deal with MCA. Madden also breaks down the inspiration behind his debut EP Saltwater Southern, a project that blends country, rock, and coastal influences into a sound that’s uniquely his. From grinding in seafood restaurants to chasing dreams on Broadway and beyond, this episode captures an artist stepping into his moment with authenticity, grit, and a whole lot of Florida pride!

Follow on Social Media:

Madden Metcalf: @maddenmetcalf
Matt Burrill: @raisedrowdymatt
Outside The Round: @outsidetheround
Raised Rowdy: @raisedrowdy

• (00:00:00) - Outside The Round
• (00:00:22) - Meet Maddie Metcalf
• (00:01:42) - Florida songwriter talks about growing up on the coast
• (00:05:27) - Florida singer-songwriter on his journey to country music
• (00:09:35) - Florida Songwriter on Bringing Out His Hometown
• (00:14:15) - How to book a show in Florida
• (00:17:54) - What's Your Favorite Greek Food?
• (00:19:46) - Favorite first trip to Nashville was...
• (00:23:52) - Jason Aldean on His First Puerto Rico Tour
• (00:26:25) - Freddie Smith on Saltwater Southern
• (00:30:43) - Madden Metcalf on His New Album Saltwater Southern
• (00:31:34) - Freddie One on Working With Young Loretta
• (00:35:52) - Tennesse on Songwriters
• (00:39:16) - Turkey Season Opens Soon
• (00:41:59) - Jimmy Kimmel on Working On The Crab Boat
• (00:43:40) - Trey Collins on Touring the Southeast
• (00:47:28) - Corey Smith
• (00:52:06) - Dalton Smith on REVIEW

In Episode 289 of Outside The Round, host Matt Burrill sits down with Taylor Austin Dye for a full-circle conversation on her evolution from early Raised Rowdy days to one of the most exciting rising acts in country music. Taylor dives into the momentum behind her new single “Man For That,” her upcoming radio push, and the launch of her Damn Good Day Tour, bringing her high-energy, rock-influenced country sound to stages across the country. She opens up about being hands-on in her music, producing alongside her team, and staying true to her Eastern Kentucky roots while carving out a lane that blends country with rock edge. The conversation also highlights her loyal fanbase, the “Ride or Dyes,” her grind from Broadway to sold-out shows, and the lifestyle shifts that come with touring at a high level. From stage diving and flabongos to deeply personal fan moments and career growth, this episode captures an artist fully stepping into her moment.

Follow on Social Media:

Taylor Austin Dye: @tayloraustindye
Matt Burrill: @raisedrowdymatt
Outside The Round: @outsidetheround
Raised Rowdy: @raisedrowdy

• (00:00:00) - Reeded Rowdy
• (00:02:34) - Drake on His New Song "Going to Radio"
• (00:06:41) - Taylor Swift on His First Show
• (00:10:05) - Throw Back the Night With The Homies
• (00:10:56) - Have You Had Enough Fun?
• (00:12:34) - Man for That
• (00:14:28) - Lexi On Being So Hands On With His Album
• (00:15:24) - Red Street: Having a Team of Champions
• (00:17:12) - Jay Leno on His Radio Tour
• (00:19:35) - How Much Eastern Kentucky Influenced You
• (00:20:18) - Tyler Paul On His Vape Hat
• (00:22:41) - Taylor Austin Dye on His Changes
• (00:26:46) - Bubbles Are About to Tour The World
• (00:29:35) - Small Town People Love Rock and Roll
• (00:32:36) - Party Bus to Take The Band On The Road
• (00:34:15) - Nick and Ike Talk About Their Next Tour
• (00:35:09) - Favorite spots to hang out in Albans
• (00:38:34) - Riding Or Die: When Rider Dies
• (00:41:43) - Riding or Die With Taylor Austin

In Episode 288 of Outside The Round, host Matt Burrill sits down with Troy Cartwright to talk about his new EP Etc. All The Rest, a long-in-the-making project inspired by West Texas and built as a cohesive body of work. Troy shares insights on his journey from Texas to Nashville, navigating the highs and lows of the music industry, and going from a record deal back to independence. The conversation also highlights his Ten Year Town Podcast, where he dives deep into the stories behind songwriting, along with the importance of resilience, community, and staying true to the craft in a constantly evolving industry.

Troy Cartwright: @troycartwright
Matt Burrill: @raisedrowdymatt
Outside The Round: @outsidetheround
Raised Rowdy: @raisedrowdy

• (00:00:00) - Troy Cartwright
• (00:04:37) - Tim Feist on Transitioning From Dallas to Boston
• (00:08:35) - How I Got Out Here: Writing Songs in Texas
• (00:14:27) - Texas Songwriter on Leaving the Lone Star State
• (00:19:00) - Tom Brady on His First NFL Game
• (00:19:16) - Back in the Day: When Everything Was So Choppy
• (00:21:52) - Ten Year Town: The Podcast
• (00:26:34) - Have You Crossed Over From The Podcast?
• (00:27:18) - Back to Being Independent
• (00:31:07) - You're the boss. That's right
• (00:31:56) - What have been some of those fuel sources for you?
• (00:37:01) - Cody Wilson on Cutting His Own Songs
• (00:39:05) - How Do You Keep The Train On The Tracks?
• (00:41:59) - Part 1 of the New Music
• (00:45:01) - All the Rest: Part 1
• (00:49:03) - Troy Cartwright on Being On The Road

In Episode 287 of Outside The Round, host Matt Burrill sits down with Tayler Holder for one of his most open and honest conversations yet. Tayler shares the full journey from growing up in small-town Texas to chasing internet fame in LA, and how that path ultimately led him to Nashville and country music. He talks about the reality behind social media success, the difference between followers and true fans, and the challenges of being taken seriously as an artist after going viral. Tayler opens up about touring with artists like Chase Matthew, learning stage presence, and building his career from the ground up in Nashville after starting over. The conversation dives deeper into personal growth, including struggles with mental health, faith, and identity, along with the inspiration behind new music like “Pieces” and his upcoming record “When No One’s Around.” From wild tour stories and a near-disaster barn fire to building a life rooted in purpose, Tayler shows a side of himself that’s far beyond the internet persona—focused on authenticity, longevity, and becoming the artist he was always meant to be.

Follow on Social Media:

Tayler Holder: @taylerholder
Matt Burrill: @raisedrowdymatt
Outside The Round: @outsidetheround
Raised Rowdy: @raisedrowdy

• (00:00:00) - Wild Weekend On The Road With Chase Ben
• (00:02:57) - Chase Matthew on His Journey Back to Music
• (00:06:43) - Taylor Holder on Playing The First Time As a Country Singer
• (00:10:38) - Flip Flops Are Worth It
• (00:11:33) - Tyler Austin on His 28th Birthday
• (00:14:47) - Rihonda on Going to LA to Win
• (00:20:34) - Taylor on 'When No One's Around'
• (00:23:39) - Tyler on His New Song '
• (00:29:00) - Goats Rescued From Fire
• (00:32:56) - How Little Z Came Into My World
• (00:36:23) - What Was the Biggest Adjustment Coming From LA to Nashville?
• (00:38:28) - Maroon 5 on His Relationship With God
• (00:43:33) - 2026: What Are You Looking Forward To In The Year?
• (00:44:25) - Golf Lessons for Leaving Texas
• (00:48:04) - Taylor Holder

In Episode 286 of Outside The Round, host Matt Burrill sits down with rising Texas rocker Brayden Stewart for a deep dive into his journey from small-town Scurry, Texas to building one of the most exciting rock-leaning acts coming out of the Lone Star scene today. Brayden reflects on discovering his powerful gravel-tinged voice as a teenager, the impact of growing up on everything from Pantera to country music, and how that blend shaped his signature sound. The conversation explores the success of his album Better Part of Me, standout songs like “Friends and Snakes,” and how touring with bands like Blacktop Mojo and Pecos & The Rooftops helped sharpen his live show. Brayden also shares stories from the road, the lessons he’s learned from veteran artists, and his experience signing a publishing deal with Warner Chappell while splitting time between Texas and Nashville. With a new record on the way, new songs like “Everything Must Go,” and even a European tour ahead, Brayden opens up about growth as a songwriter, building a bigger band sound, and why he’s more focused than ever on making records that hit harder and reach further.

Follow on Social Media:

Brayden Stewart: @braydenstewart.tx

Matt Burrill: @raisedrowdymatt

Outside The Round: @outsidetheround

Raised Rowdy: @raisedrowdy

In Episode 285 of Outside The Round, host Matt Burrill sits down with rising country artist Emmy Moyen to talk about her journey from college to chasing a music career in Nashville. Emmy shares how she developed her songwriting voice, the importance of authenticity and vulnerability in her music, and how social media has helped emerging artists build real connections with fans. The conversation also dives into her experiences performing live, including festivals like Rock the South, and the lessons she’s learned collaborating with top songwriters and industry professionals along the way. Emmy reflects on the challenges of navigating the music industry as a young artist, the power of community in Nashville, and the exciting direction of her upcoming music releases as she continues to carve out her own lane in country music.

Follow on Social Media:

Emmy Moyen: @emmymoyenmusic

Matt Burrill: @raisedrowdymatt

Outside The Round: @outsidetheround

Raised Rowdy: @raisedrowdy

In Episode 284 of Outside The Round, host Matt Burrill sits down with rising artist Cassidy Daniels to talk about her unique journey through the music industry, including her experience on The Road and working within the world of Taylor Sheridan and the Yellowstone universe. Cassidy shares what it’s like balancing life between Nashville, Texas, and Los Angeles while building her career as both a songwriter and performer. The conversation dives into her upcoming music, time in the studio with collaborators like John Osborne, and the creative vision behind her next album. Cassidy also reflects on growing up as an Army brat, the importance of trusting your instincts in the music business, and the support system that keeps her grounded while navigating touring, social media, and the fast-paced entertainment industry. It’s an honest look at authenticity, resilience, and carving your own path while chasing big dreams.

Follow on Social Media:

Cassidy Daniels: @cassidydanielsmusic

Matt Burrill: @raisedrowdymatt

Outside The Round: @outsidetheround

Raised Rowdy: @raisedrowdy