Chris Stapleton’s Starting Over ended its No. 1 run in 2021

Chris Stapleton’s song “Starting Over” stretched beyond the usual album cycle: it became a commercial fixture, swept major country awards and helped define a pivotal moment in Stapleton’s career. Its crossover success—from a high-profile TV performance to a truck ad—keeps the track relevant for artists and industry observers today.

Co-written with former SteelDrivers bandmate Mike Henderson, the song grew from a sparse, folk-tinged chord progression into a quiet anthem about couples choosing change. Stapleton and producer Dave Cobb shaped the arrangement to emphasize intimacy and restraint rather than blockbuster production, a move that helped the track stand out in late-2020 releases.

The single served as the title track and lead release from Stapleton’s Mercury Nashville album, which arrived November 13, 2020. He previewed the song live just days earlier at the 54th annual Country Music Association Awards, giving it an immediate national platform. Within a week, the recording also appeared in a Ram Trucks commercial, widening its audience beyond country radio.

Commercial and critical momentum followed quickly: the album opened at No. 1 on the Top Country Albums chart dated November 28, 2020, and the song later garnered major trophies at the CMA Awards. At the 55th CMA ceremony on November 10, 2021, “Starting Over” won both Single and Song of the Year, while Stapleton picked up Male Vocalist honors and the record was named Album of the Year.

  • Songwriting collaboration: Stapleton & Mike Henderson — roots-based, guitar-led composition
  • Release: Lead single and title track; album released Nov. 13, 2020
  • Television performance: Live debut at the 54th CMA Awards, two days before the album
  • Commercial placement: Used in a Ram Trucks ad campaign (Nov. 19, 2020)
  • Chart result: Album reached No. 1 on Top Country Albums (Nov. 28, 2020)
  • Awards: Multiple CMA wins including Single of the Year and Album of the Year (Nov. 10, 2021)
  • Legacy notes: Co-writer Mike Henderson died in his sleep in Sept. 2023; the song was certified six-times platinum by the RIAA on Oct. 30, 2025

The song’s path—from intimate studio take to advertising soundtrack and awards centerpiece—illustrates several current industry realities. First, high-profile sync placements can accelerate a recording’s reach, introducing it to nontraditional country audiences. Second, strategic live TV exposure still drives streaming and sales spikes. And third, accolades from institutions like the CMAs can cement a song’s staying power beyond its initial release window.

For listeners and industry professionals alike, “Starting Over” functions as both an artistic statement and a business case study: a track built on simple musical ideas that found traction through targeted promotion and broad licensing. Its multi-platinum certification underscores continued consumer appetite; the CMA wins signaled peer recognition; and the commercial tie-in showed how country music songs can serve brand storytelling without diluting artistic identity.

Mike Henderson’s unexpected death in 2023 adds a somber chapter to the song’s history. As a co-writer, his contribution is part of the track’s legacy; the tune’s success has, in turn, amplified his songwriting profile posthumously, influencing how his peers and fans remember his work.

Why this matters now: the lifecycle of “Starting Over” offers a concise example of how modern country singles can be launched and sustained—through careful production choices, cross-platform visibility and industry recognition. For artists planning releases or for listeners tracking trends, the song’s arc highlights the combined power of creative craft and strategic exposure.

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