Outside The Round w/ Matt Burrill

In this episode of Outside the Round, host Matt Burrill sits down with Tennessee native Drew Green for a candid conversation about his journey through the country music world. From grinding out marathon sets at Tootsies on Lower Broadway to playing bigger stages and building a loyal fanbase, Drew shares how persistence, songwriting, and family support helped shape his path. The two discu...

In Episode 258 of Outside The Round, host Matt Burrill sits down with rising artist and Alabama native Myles Morgan. Myles shares his journey from playing college town bars in Tuscaloosa to the legendary Florabama, and how it helped ready him for the jump t Nashville. He also shares some of his early career highlights, exciting shows he's gotten to play and connections he's formed with b...

In Episode 257 of Outside The Round, host Matt Burrill sits down with recurring guest Karley Scott Collins for a deep dive into her upcoming debut album Flight Risk, an update on how 2025 has been for her and more! Karley shares the deeply personal stories behind the songs and how the project represents her evolution as an artist. She reflects on what it's meant to tour with Keith Urban,...

In Episode 256 of Outside The Round, host Matt Burrill catches up with rising country artist Tyler Nance for a powerful and personal conversation. Fresh off a wave of momentum from his breakout hit “Keeps Me Sane,” Tyler shares his journey navigating the Nashville scene, finding his voice as a songwriter, and staying grounded amidst rising attention. The two dive into Tyler’s recent fest...

In Episode 255 of Outside The Round, host Matt Burrill sits down with rising country artist Colton Dawson, an 18-year-old musician originally from Arizona, now making his mark in Nashville. Colton shares his journey from learning guitar at age 10 to performing over 450 shows alongside his father. The two discuss Colton’s deep love for traditional country music, the influence of faith and...

In Episode 254 of Outside the Round, host Matt Burrill is joined by Mitchell Douglas and Hagan Edge of the rising country-rock duo Sons of Habit. The conversation dives into their journey from solo musicians to becoming a full-fledged band, bonded by shared experiences and the grit it takes to thrive on the road. The pair share stories from their van life adventures, the formation of the...

In Episode 253 of Outside The Round, host Matt Burrill welcomes rising country artist Brandon Wisham for a heartfelt and inspiring conversation. Born in Georgia but raised in South Carolina, Brandon reflects on his deep Southern roots and the life-changing moment that launched his career: posting a song on TikTok that caught fire overnight, eventually landing in the hands of Bailey Zimme...

In episode 252 of Outside the Round, host Matt Burrill sits down with singer-songwriter Ashley Brooks. A Georgia native and rising force in the country music scene, Ashley opens up about her move to Nashville, the writing process behind her debut single “Starting Fires,” and how she’s carving out her own lane as both a performer and a songwriter. The two dive into her early experiences i...

In Episode 251 of Outside The Round, host Matt Burrill sits down with the bold and brilliant Sunny Sweeney. Known for her fearless honesty and Texas-meets-Nashville grit, Sunny opens up about her latest record Rhinestone Requiem, a powerful collection that dives deep into heartbreak, healing, and personal growth. The conversation covers her early days in honky-tonks, the rollercoaster of...

In this special 250th episode of Outside the Round, host Matt Burrill sits down with Rocco Gorelik, a 15-year-old guitar phenom making waves in the country and rock scenes. As the youngest guest ever on the show, Rocco shares how he fell in love with guitar at an early age in Alpharetta, Georgia, and how his dedication and family support have fueled his rapid rise. From ripping solos on ...

In episode 249 of Outside the Round, Matt sits down with the sibling trio Daves Highway; Delaney, Zachary, and Erika, to talk about their unique journey in music. From growing up harmonizing in church to building a national fanbase through YouTube and social media, the trio shares how their Mississippi roots, family bond, and tight harmonies have shaped their musical identity. They refle...

From the ring to the writer’s room, Bobby Steveson (aka WWE’s Damon Kemp) joins host Matt Burrill for a powerful conversation on chasing a second dream. The Minnesota native opens up about how music was always in the background, even while rising through the ranks of pro wrestling. Now based in Nashville, Bobby shares what it’s like stepping into the country music world with a debut EP o...

In episode 247 of Outside the Round, host Matt Burrill sits down with the legendary Colt Ford for a raw, reflective, and inspiring conversation. Colt opens up about surviving a life-threatening health scare, his journey back to the stage, and how it’s deepened his appreciation for music and life. From the early days of blending country and hip-hop to collaborating with artists like Brant...

In episode 246 of Outside the Round, host Matt Burrill sits down with Canadian country artist Robyn Ottolini for an honest and heartfelt conversation about her journey from a small town in Ontario to chasing big dreams in Nashville. Robyn opens up about the inspiration behind her new single “Airplane Bottle,” a track rooted in personal experience and emotional honesty. They dive into her...

In episode 245 of Outside the Round, host Matt Burrill sits down with Highway Home, the rising country trio made up of Eamon Owen, Conner Sweeny, and Stanton Langley. The group shares their story of coming together in Nashville, reflecting on their unique first gig in South Dakota (complete with pig wrestling) and how their roots in traditional country blend with modern influences to sha...

On Episode 244 of Outside the Round, host Matt Burrill catches up with country music powerhouse Tyler Booth to talk about his brand-new EP Downtown and everything that led him here. From his early days growing up in Eastern Kentucky to performing on international stages, Tyler opens up about the values and influences that shape his music. The conversation dives into the creative process ...

On episode 243 of Outside the Round, host Matt Burrill sits down with Jordyn Mallory—country artist, songwriter, and recent star of the hit reality show Farmer Wants a Wife. Originally from a small town in Mississippi, Jordyn shares her journey to Nashville, how working on the set of Nashville helped her make ends meet, and the bold decisions that shaped her music career. The conversatio...

In this episode of Outside the Round, host Matt Burrill sits down with genre-blending artist Ashley Walls to talk about her bold journey from Georgia to Nashville and how she’s rewriting the rules of what country music can be. Ashley shares how her fusion of EDM and country reflects her authenticity, her mission to empower women, and why vulnerability in songwriting has become her creati...

In episode 241 of Outside the Round, host Matt Burrill sits down with rising country artist and influencer Katie Dempsey, better known as Demps. From a tough upbringing to becoming a single mom, viral content creator, and now a full-blown artist, Demps opens up about her wild ride to Nashville. She shares how motherhood shapes her songwriting, how her friendship with Priscilla Block keep...