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Brad Stewart and the staff at Stewart Entertainment have partnered up to give the music industry what it needs the most. Honest, ethical, hard work, strategies, contacts, opportunities, and passionate professionals that help artists achieve their goals.


The purpose of Stewart Entertainment is to provide all the essential services an artist needs to succeed under one umbrella. We have developed a unique business model combining our expertise in booking, publishing, management, and publicity, in order to offer artists a full-service, boutique agency experience.  Utilizing our strong relationships with writers, publicists, booking agencies, labels, artists, critics, publishers, managers, talent buyers, and distribution outlets across the country, we can efficiently coordinate and manage all the details in marketing, touring, merchandise, licensing, synchronization, production, and many other music business-related functions.  


We offer consulting services, a variety of marketing services, publishing, management, and booking for some of the best talents on the scene today.  With this solid foundation of support in place, our artists can focus on creating the music. 


Stewart Entertainment offers front-to-back support that prides itself on an individual and thorough marketing strategy designed to highlight and articulate each client’s vision – allowing artists to pursue their creative paths while assisting them in cultivating and maximizing their capabilities. Our love and extensive knowledge of music allow us to augment artists’ potential by providing maximum exposure across the industry and efficiently managing every step of the way. Partnering with an experienced and knowledgeable company with an established track record often means the difference between being recognized – or not. Our ability to foster relationships between artists and other crucial aspects of the industry allows us to put our clients and their talents front and center.


Stewart Entertainment Agency's Team:

Norman Matthew:

With over 20 years in the music business, Matthew has been an agent for Billboard charting artists. Leveraging deals with Capitol, Koch, Sony/Red, NBC and Xbox. Matthew has covered both domestic and international territories, landing artists high profile festival and support slots with artists such as Evanescence, KoRn, Deftones, Five Finger Death Punch, the Pretty Reckless, festivals in Helsinki, Finland, tours of UK and the massive 60+ date, Vans Warped Tour in the US. He is currently listening to Santa Fe Klan (Latin), Travis Scott (hip hop), Sleep Token (active rock), +++Crosses (alternative), and Prince



Sunshine Osborn: Sunshine is a musician and an avid music enthusiast who has devoted much of her life to composing, performing, and recording.  She also enjoys recreational activities like hiking, exercising, and playing tennis.  Sunshine is deeply passionate about all aspects of the sonic arts and holds a firm belief that music is healing and helps to break the barriers that separate humanity. A few bands that she keeps on repeat are Phish, Steely Dan, String Cheese Incident, Gorillaz, Cory Wong and The Wongnotes, Talking Heads, Masayoshi Takanaka, Bela Fleck and the Flecktones, MGMT, and Mezzoforte



Laura Estabridis: Laura is an audio engineer and singer/songwriter from Lima, Peru. Having recently graduated with a dual degree from Berklee College of Music, Laura moved to Nashville,Tennessee in order to fulfill her musical endeavors. With deep passion and commitment to the music industry, she aims to maximize our artists' touring goals and cater to their individual needs. Amongst her musical influences, we can find artists and bands such as; Tyler Childers, Scary Pockets, Fleetwood Mac, Grateful Dead and Dolly Parton.


Jake Haller:

With a rich background that includes working behind the scenes at multiple music festivals, overseeing the technical aspects of live events, and ensuring top-notch artist hospitality, Jake brings a well-rounded skill set and a profound passion for the music industry. Jake's experience extends far beyond the ordinary, having worked closely with artists and industry professionals to create memorable live experiences. His dedication to every facet of the music world is evident, making him a valuable asset to our team. Jake is genuinely excited to be part of Stewart Entertainment, where he can continue to foster his love for music and contribute his expertise to elevate the agency's endeavors.



Reagan De La Cruz:

Reagan is a senior Advertising major at The University of Florida working towards starting her career in the music industry. She was a booking intern at Degy Entertainment and booked the entire annual Women Speak Up event for New Jersey this year. She has lived in Florida her entire life, specifically the Tampa Bay area and has worked with dozens of local artists in her college town of Gainesville. Recently she’s been listening to Bleachers, The Regrettes, Wallows, Grouplove, Flipturn, and Parrotfish.

Brad Stewart: Business Manager/Personal Manager / President of US & International Touring / Chief Marketing and Business Development Officer / Publisher / Consultant


With nearly 2 decades of experience in booking international touring acts, Stewart has worked with many amazing talents, such as icons Leon Russell and Ten Years After; blues giants Bobby Blue Bland and Walter Trout; jam scene heroes like Marc Ford (former lead guitarist of the Black Crowes), The Heavy Pets, Yo Mama's Big Fat Booty Band, Monophonics, and the Honey Island Swamp Band.


Along the way, Stewart earned a reputation as a professional with integrity, a strong work ethic, and the vision to promote a positive evolution of change in booking operations. Since Brad started as a hard-core music fan, the very foundation of Stewart Entertainment is based on his empathy for artists and his assistance for them to flourish.  He was exposed to all types of roots and rock music while growing up in Mississippi and understood early on that music exerts a strong gravitational pull. 


Armed with a degree in marketing, he moved to Charlotte, NC, scouring the landscape for a music business position that would allow him to work with, and for artists in a meaningful way. He found that at Intrepid Artists. “I took on a lot of responsibility very quickly, handling booking for a large roster of artists in the northeast United States and Canada. Ultimately he became steeped in every aspect of the business.  Nashville’s burgeoning music scene dictated Stewart’s move from Charlotte and makes Music City the perfect home for Stewart Entertainment, LLC. “I see a tremendous opportunity today for artists who have trustworthy human resources in place.” 


List of Artists Brad has worked with:

AJ & the Jiggawatts-Ana Popovic-Anthony Gomes-Bart Walker-Blueground Undergrass-Bernard Allison-Bobby Blue Bland-Cedric Burnside-Chris Duarte-Chubby Carrier-Curtis Salgado-Dana Fuchs-Deadstring Brothers-Deep Fried 5-DeRobert & the Half-Truths, Duwayne Burnside-Earphunk-Eric Sardinas-Greyhounds-Guitar Shorty-Hadden Sayers-Honey Island Swamp Band-Janiva Magness-Jason Ricci and New Blood-Jimbo Mathus-Jimmy Thackery-Joe Louis Walker-John Lee Hooker Jr.-John Mooney-John Nemeth-Juke Joint Duo-Kenny Neal-Last Waltz Ensemble-Leon Russell-Lightnin’ Malcolm-Lil Ed and the Blues Imperials-Lurrie Bell-Marc Ford (Former Lead guitarist of the Black Crowes)-Mike Farris-Michael Orlando-Mike Zito-Mingo Fishtrap-Monophonics-Mothers Finest-Nick Moss, Nick Moss Band, Nick Moss and the Flip Tops-Nikki Hill-Original P-Patrick Dodd-Phantom Blues Band-Popa Chubby-Randall Bramblett-Remedy Krewe-Rick Estrin-Roomful of Blues-Shane Dwight-Simplified-Sonny Moorman-Spiritual Rez-Sure Fire Soul Ensemble-Ten Years After-The Heavy Pets-The Steepwater Band-Tinsley Ellis-Tishamingo-Trampled Under Foot-Walter Trout-Watermelon Slim and the Workers-Yo Mama’s Big Fat Booty Band-  and many more.

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