Rolling Out Celebrates 25 Years with the Launch of Rolling Out Music and Its Debut Release on November 14th

Few voices make the holidays feel like a love song quite like Kevin Ross. This season, the award-winning singer-songwriter unwraps “This Winter,” a lush, soul-stirring new single that blends romance, warmth, and vocal brilliance into the soundtrack of the season. Anchored by the heartfelt refrain “All I need is love for Christmas,” Ross delivers a timeless performance that feels as intimate as a fireside embrace and as grand as a holiday stage. 

With “This Winter,” Ross channels the spirit of classic soul while crafting a modern holiday anthem that shines with cinematic beauty and emotional depth. In the accompanying forthcoming music video, R&B star Kevin Ross is joined by VH1’s Deelishis for a cinematic moment that radiates romance. Set against a backdrop of soft lights, luxe textures, and subtle nods to the holidays, the visuals bring a sultry sophistication to the season. It’s a blend of classic holiday charm and modern R&B allure that feels unforgettable.

The track, his first release for Rolling Out Music, the newly launched record label from Rolling Out, captures everything listeners crave this time of year: love, connection, and a melody that lingers long after the lights fade.

“This song is really about love being the greatest gift of all,” says Kevin Ross. “No matter where you are or who you’re with, the heart of the holidays is connection. ‘This Winter’ is my way of wrapping that feeling in melody and soul. It’s the kind of record I hope people return to year after year.”

Rolling Out Music: A New Chapter in a 25-Year Legacy

The release of “This Winter” marks a milestone moment for Rolling Out, America’s leading Black-owned multimedia platform, as it celebrates 25 years of amplifying Black culture, creativity, and community. Founded by Munson Steed in 1998, Rolling Out has grown from a weekly publication into a national multimedia powerhouse reaching millions of readers and viewers across more than 20 markets.

Now, with the launch of Rolling Out Music, Steed expands that legacy into sound. The new label and creative hub is led by industry veteran Richard Dunn, who brings over 30 years of experience in live music, touring, and artist development. Together, they are building a platform dedicated to empowering independent artists, fostering ownership, and celebrating the depth and diversity of Black music.

“Rolling Out has always been more than media. It has been a movement rooted in ownership, creativity, and community,” says Steed. “Launching with Kevin Ross is the perfect way to begin this next chapter. ‘This Winter’ is a celebration of love, legacy, and creative freedom, setting the tone for the next 25 years of Rolling Out.”

About Kevin Ross

Kevin Ross is a Grammy-nominated singer, songwriter, producer, and performer from Washington, D.C., celebrated for his smooth vocals, heartfelt storytelling, and genre-blending artistry. Since his breakthrough with “Long Song Away,” Ross has built an impressive catalog, collaborating with icons such as Babyface, Toni Braxton, and Trey Songz. His chart-topping single “Love in the Middle” recently held the number one spot on Billboard’s Adult R&B Airplay Chart for four consecutive weeks, cementing his place as one of R&B’s leading independent voices.

About Rolling Out Music

Rolling Out Music, led by CEO Richard Dunn and founded by Munson Steed, is the music and creative label arm of Rolling Out Media, dedicated to developing, producing, and distributing independent Black music across platforms. Through partnerships, live performances, and multimedia storytelling, the label empowers artists with the resources and ownership to control their narratives.

About Rolling Out

RollingOut.com

Founded in 1998, Rolling Out is one of the nation’s leading Black-owned multimedia companies, producing award-winning digital content, print features, television programming, events, and podcasts that celebrate culture, entertainment, and business. With a national footprint spanning more than 20 markets, Rolling Out continues to amplify diverse voices and elevate Black excellence through storytelling and ownership. 

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