In The Round

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 keeps her grounded, and what it's like transitioning from bail bondsman to breakout country star. With new music on the way and her first headlining tour ahead, this conversation dives into resilience, hustle, and heart. Follow on Social Media:  Demps: @therealdemps93 Matt Burrill (Host): @mattburrilll Outside The Round (Podcast): @outsidetheround Raised Rowdy (Network): @raisedrowdy 

In Episode 240 of Outside The Round, host Matt Burrill sits down with Gannon Fremin of Gannon Fremin & The CCREV to dive into his rise from Oklahoma’s Red Dirt scene to national stages. Gannon shares how the Stillwater music community shaped his genre-blending sound, the role live shows have played in growing a loyal fanbase, and the meaning behind his recent signing with Warner Records. They talk about the energy of CalfFry Festival, what it’s been like touring with Gio and The Hired Guns, and how those road-warrior moments have shaped both his music and mindset. From writing songs with emotional grit to balancing band life and food stops across America, this episode is a look into the evolution of a modern Red Dirt artist bridging the gap between Oklahoma authenticity and Nashville opportunity. Follow on Social Media: Gannon Fremin: @fremingannon | @gannonfreminccrev Matt Burrill (Host): @mattburrilll Outside The Round (Podcast): @outsidetheround Raised Rowdy (Network): @raisedrowdy 

On episode 239 of Outside the Round, host Matt Burrill sits down with rising country artist Tommy Acker to talk about his journey from Texas to Nashville and his unexpected path from baseball and biology to the country music stage. Originally planning for dental school, Tommy found new purpose through songwriting and performance, launching his career with the help of social media platforms like TikTok. His first viral hit opened the door to mentorships with artists like Hannah McFarland and Jessi Alexander, and eventually to opening for Meg Moroney. Tommy shares insights on his competitive nature from his baseball days, the emotional side of leaving home to pursue music, and the growth that comes with embracing Nashville’s collaborative and supportive environment. The conversation covers his songwriting process, building connections in the industry, developing his sound, and the importance of patience and persistence. With a clear vision and growing momentum, Tommy Acker is making his mark as one of country m

On episode 238 of Outside the Round, we welcome Philip Bowen, the incredibly gifted fiddle player and songwriter from West Virginia. Philip shares his inspiring journey from blue-collar roots to building a thriving music career, highlighting how COVID-19 unexpectedly opened doors through platforms like TikTok. He discusses the importance of authenticity in songwriting, the balance between family life and touring, and his memorable performance on NPR’s Mountain Stage, a major turning point in his career. In this heartfelt conversation, Philip reflects on the power of Appalachian storytelling, how his culture and upbringing influence every note he plays, and the personal growth that came with transitioning from musician to full-fledged artist. We dive into his upcoming album Appalachia Forever, the support of community and fans, and the value of simplicity and connection in both cooking and music. Whether it’s fiddle solos, fan interactions, or the grind of tour life, Philip brings deep gratitude and wisdom to

On episode 237 of Outside the Round, we sit down with Sevy to unpack his journey from Texas to Nashville, where his move proved pivotal in shaping both his career and sound. Balancing the duality of his artistic identity as Andrew and Sevy, he shares how years of experimentation, collaborations, and life on the road helped define the genre-blending music he’s making today. From his time on The Voice to his current role as guitarist on the road for Tayler Holder, Sevy dives into how humor, emotional honesty, and fan connection drive his creative process. We explore the power of social media—especially pre-saves and short-form video—in building momentum around upcoming releases, and how community and friendships in Nashville and through Raised Rowdy have opened unexpected doors. Sevy shares stories from past DIY college tours and how creating space for fun and deep connection in his shows has become core to his mission. With new music on the horizon, we talk about the importance of being vulnerable in songwriti

On episode 236 of Outside the Round, host Matt Burrill sits down with Vincent Mason, the Georgia-born country artist behind the hit song Hell is a Dance Floor. Vincent reflects on his journey from Roswell, GA to the heart of the Nashville music scene, sharing how one song changed everything and how the support of a strong community has shaped his career. He dives into the influence of his Georgia upbringing, the surreal experience of playing the Grand Ole Opry, and the lessons learned touring with Gavin Adcock. The conversation covers everything from early inspirations and fraternity life to the evolution of his songwriting, the transition into album production, and building a supportive band dynamic while headlining sold-out shows. With a blend of humor, humility, and heartfelt insight, Vincent offers an honest look at the grind, growth, and gratitude that define his journey as one of country music’s most exciting new voices. Follow on Social Media: Vincent Mason (Guest): @vincentmason Matt Burrill (Host): @

On episode 235 of Outside the Round, we sit down with Ashland Craft to talk about her inspiring journey from small-town South Carolina to Nashville’s country music scene. Ashland shares the story behind her new album, Dive Bar Beauty Queen, a project that captures her authentic spirit and the ups and downs that shaped her path.She reflects on the importance of community and support, the personal significance of the number 11, and how touring with established artists helped her grow as a performer. Ashland opens up about the excitement of turning 30, trusting her gut, and redefining success as happiness and fulfillment rather than financial gain. From her strong connection with fans to her life on the road (and love for her dog, Dolly), Ashland offers a real, heartfelt look into her evolving career and personal journey.With stories of crafting outside of music, embracing the moment, and finding balance between her chill and wild sides, this episode is a celebration of passion, growth, and authenticity. Follow

On episode 234 of Outside the Round, Matt sits down with  Lil Man J to explore his powerful journey from overcoming early health struggles to building a music career rooted in authenticity, resilience, and positivity. He opens up about the challenges he's faced, the role of family support, and how music became both a creative outlet and a path to healing. The conversation dives into the emotional core of songwriting, the importance of blending genres, and how social media can both inspire and complicate a young artist’s mental health. Lil Man J shares how personal stories drive his content, how he's learned to balance fame with life, and the joy of creating music that resonates with fans. With themes of self-discovery, gratitude, and staying true to one’s purpose, this episode offers an uplifting look at an artist using his platform to spread light and connect through vulnerability! Follow on Social Media: Lil Man J (Guest): @ Matt Burrill (Host): @mattburrilll Outside The Round (Podcast): @outsidetheround Ra

On episode 233 of Outside the Round, Matt Burrill sits down with rising country artist Preston Cooper to talk about his journey from delivering mail in Fredericktown, Ohio, to delivering heartfelt songs on stages across the country. Preston reflects on growing up in a small farming town, his pivotal breakout show in Toledo, and the whirlwind that followed—including the game-changing CRS Luncheon and his fast-paced radio tour.He opens up about the influence of classic rock and country on his sound, his tight-knit collaboration with the Warren Brothers, and the 12-track debut album 'Toledo Talkin' they’ve created together. Preston shares insights into the realities of navigating the music industry at a young age, the importance of family support, and how mental health, hiking, and staying connected to his roots keep him grounded. From dreams of the Opry to advice for aspiring musicians, this conversation offers an inspiring look at an artist on the rise—and the heart behind the hustle. Follow on Social Media: P

On episode 232 Matt sits down with rising country artist Tyler Nance to explore his incredible journey from small-town welder in Missouri to the Nashville music scene. Tyler opens up about picking up a guitar out of boredom, going viral on TikTok, and signing with Alamo Records, which helped launch his career. He reflects on the creative process behind his debut EP, Wasted Chances, a collection of raw, personal stories that capture the highs and lows of his journey so far. The conversation dives into life on the road—including living in a camper—touring with Kidd G, and how performing live quickly turned into a full-blown passion. Tyler speaks candidly about overcoming social anxiety, navigating new relationships, and the importance of mentorship and community in Nashville. From welding to writing songs that connect on a deep level, Tyler’s story is a testament to personal growth, taking risks, and making the most of second chances. Follow on Social Media: Tyler Nance (Guest): @tylernancemusic Matt Burrill (H

On episode 231 of Outside the Round, Matt Burrill sits down with Zach, Garrett, and Colton of Restless Road for a lively and entertaining conversation covering everything from their upcoming tour to the wild stories of life on the road. The trio reflects on their 12-year journey together—from their origins on The X Factor to navigating the music industry as independent artists. They discuss how COVID-19 disrupted touring but opened new doors through TikTok, helping them grow a devoted fanbase and connect with audiences in new ways.The conversation is packed with humor, including hilarious tales of college days, bus driver adventures, and squirrel encounters that highlight the unpredictable charm of touring life. With memorable moments from festival season, reflections on their early days in a van, and a strong sense of camaraderie, Restless Road shares both heartfelt insights and laugh-out-loud stories. From border crossings to redneck humor, this episode captures the chaos, joy, and resilience of a band that

On Episode 230 of Outside The Round, Matt Burrill sits down with rising social media star Gage Briney for a hilarious and heartfelt conversation about his journey from a small town in Arkansas to becoming a familiar face in Nashville’s vibrant nightlife and online world.Gage opens up about the authenticity that fuels his TikTok content, the wild world of bartending, and what it’s like navigating fame while keeping things real. From unforgettable fan interactions to run-ins with celebrities, late nights on Broadway to early dreams of touring and comedy, Gage shares stories that are equal parts inspiring and entertaining.They touch on everything from the Nashville bar scene to hometown values, dive into food debates between restaurant chains, and talk about the importance of family, live music, and staying true to who you are. Whether you're a creator, a country music fan, or someone chasing a dream in Nashville, this one’s for you. Follow on Social Media: Gage Briney (Guest): @gagebriney Matt Burrill (Host): @

On episode 229 of Outside the Round, we sit down with returning guest Grace Tyler to discuss her deeply personal new EP, Everything I Didn't Say. Grace opens up about how her recent breakup fueled her songwriting, leading to an honest and emotional collection of songs. She shares the inspiration behind tracks like Lose Me, a song of self-empowerment, and She Wasn't Crazy, which challenges the narrative around exes. The conversation highlights the power of vulnerability in music, the importance of community support, and the significant role her father has played in her life and career. Grace also dives into the creative process behind the EP, balancing time management, and how personal growth often comes from life’s toughest challenges. She reflects on embracing single life, finding new hobbies, and the importance of networking and collaboration in the music industry. With a mix of raw emotion, personal reflection, and exciting plans for the future, this episode gives fans an inside look at the heart and soul

On episode 228 of Outside the Round, we sit down with Tyler Chambers and Jasper Charles, the voices behind God Dog, to discuss their journey in music, faith, and the creation of their podcast. They open up about personal encounters with God, the transformative role of faith in their lives, and how vulnerability and storytelling can inspire others. The conversation explores the intersection of faith and music, the significance of scripture, and how their beliefs influence their songwriting and creative expression. Tyler and Jasper share how God Dog was born from a shared passion for faith and creativity, aiming to foster community and connect with the younger generation. They reflect on the power of social media in shaping modern spirituality, the importance of mentorship, and their aspirations for the podcast’s future. With candid stories of divine intervention, spiritual growth, and the struggles that have strengthened their belief, this episode highlights the ongoing journey of faith and the impact of music

On episode 227 of Outside the Round, we sit down with Rob Langdon to discuss his journey from Florida to Nashville by way of North Carolina, his experiences on Ole 60's Out of My Way Tour, and the evolution of his sound blending rock and country influences. Rob reflects on the impact of his hit song Shine, the importance of a strong support system in the Nashville music scene, and the camaraderie within his band. He shares memorable stories from the road, including standout performances at venues like Webster Hall, and the challenges of balancing songwriting with a demanding touring schedule. The conversation explores the excitement of releasing new music, the full-circle moments that shape an artist’s career, and Rob’s plans for upcoming projects. He emphasizes the energy of live shows, the thrill of connecting with fans, and his vision for the future. With a passion for collaboration and storytelling, Rob offers insights into the realities of the music industry while looking ahead to exciting new releases a

On episode 226 of Outside the Round, we sit down with country music artist Tyler Farr to discuss his journey from Garden City, Missouri to Nashville, the highs and lows of the music industry, and the impact of fatherhood on his life and career. Tyler reflects on his breakout hits like Redneck Crazy and Whiskey in My Water, the challenges of adapting to a changing industry, and how social media platforms like TikTok are shaping the future of country music. The conversation explores the evolution of Nashville’s music scene, the camaraderie among artists, and the wild culture of mud bog events. Tyler also shares how COVID-19 affected both his personal life and career, as well as his excitement for touring and upcoming music, including his latest release Coming To A Bar Near You, which Tyler shares is a favorite of Jason Aldean's. With stories from the road, insights on storytelling in country music, and reflections on the industry’s future, this episode gives fans an inside look at Tyler’s journey and what’s nex

On episode 225 of Outside the Round, we sit down with 3 members of the indie rock band Winyah to discuss their journey from South Carolina to Nashville and the evolution of their sound. Thomas, Stephen and Luke share stories about their early performances in beach towns like Charleston and Myrtle Beach, the significance of their name, and the tight-knit indie music community that has supported them along the way. They reflect on transformative experiences like playing Bonnaroo while only have a few orginals, their legendary show in Dallas, and the unforgettable moment of hearing fans sing along to Feel It All Again. The conversation dives into their upcoming tour with Happy Landing, the excitement of traveling in their new touring van, and the lessons they’ve learned from life on the road. They also discuss the making of their debut full-length album, Lot to Learn, set to release on February 28th, sharing insights into the creative process and what fans can expect. From the highs of festival performances to t

On episode 224 of Outside the Round, we sit down with Nikki Cohn-Byrd aka Nikki In Nashville, for a conversation about the evolution of Nashville’s music scene, the rise of neo-traditional country, and the growing influence of the Texas and Midwest country music movements. Nikki shares insights on balancing passion projects with business, the impact of social media on discovering new artists, and the importance of personal connections in the industry. The discussion highlights the significance of independent artists, the unique sound of Southern rock, and memorable concert experiences that have shaped her journey. From reflecting on life changes to setting goals for 2024, this episode explores the ever-changing landscape of country music, the excitement surrounding emerging talent, and the deeper personalities behind the artists we love!  Follow on Social Media:  Nikki Cohn-Byrd (Guest): @nikkiinnashville Matt Burrill (Host): @mattburrilll Outside The Round (Podcast): @outsidetheround Raised Rowdy (Network):

On episode 223 of Outside the Round, we sit down with country artist Dillon Carmichael to discuss his journey through the music industry, from his global touring experiences in 2024 to the deep-rooted musical heritage that shaped his career. Dillon reflects on the influence of family, the impact of his song Son of a on listeners, and the excitement surrounding his upcoming album. He shares insights on the evolution of Nashville’s music scene, the power of live performances, and the importance of simplicity and connection in his music. The conversation also touches on the joys of fishing, exploring small towns on the road, and finding balance between work and passion. Dillon highlights his love for warm weather, the support of his wife, and how staying committed to Nashville has been key to his success. With personal stories, industry insights, and a look at what’s ahead, this episode offers an inside look at the life and career of one of country music’s most authentic voices. Follow on Social Media:  Dillon C

On episode 222 of Outside the Round, we sit down with JD Clayton to discuss his journey through the music industry, balancing family life with a demanding career, and the excitement surrounding his new album, Blue Sky Sundays. JD reflects on memorable experiences, from challenging tours in big cities like New York to the joy of creating music that resonates with audiences. He shares insights on the evolving country music scene, the importance of band chemistry, and the value of soulful storytelling, as well as his personal growth through sobriety and family life. The conversation highlights the cultural influence of his hometown Fort Smith, Arkansas, the mentorship of Old Crow Medicine Show, and the collaborative process of working with his team. JD also delves into the challenges of marketing, the resilience needed to navigate the music industry, and his passion for connecting with fans through live performances, recording with a band, and building meaningful connections in Nashville Follow on Social Media: