Country met rock, soul met swagger, and the cowboy hats came off in pure respect as Jelly Roll and Post Malone teamed up for a rowdy, heartfelt tribute to the late, great Toby Keith—and the result was nothing short of legendary.
On a smoky Texas night during the Big Ass Stadium Tour, the two genre-blending superstars lit up the stage with a surprise cover of Toby Keith’s iconic anthem “Should’ve Been a Cowboy.” The crowd went wild as Jelly Roll kicked off the first verse, twang in full effect, while Post Malone—cigarette in one hand, beer in the other—joined in, grinning like a kid at a honky-tonk for the first time.
🎸 “I bet you’ve never heard ol’ Marshal Dillon say…”
And then came the chorus—25,000 voices screaming every word under the stars.
This wasn’t just a singalong. It was a celebration of Toby’s spirit—unapologetically bold, deeply American, and full of grit. The two artists brought their own flavor: Jelly Roll’s Southern soul wrapped around Posty’s rock-cowboy swagger. Together, they bridged generations of fans who came for different sounds—but stayed for a shared moment of tribute.
The performance hit even harder after Jelly Roll raised his red Solo cup and said:
“Toby paved the way for outlaws like us. This one’s for you, brother.”
Post added, “Long live the legend. Long live the cowboy.” 🤠
Highlights from the tribute:
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Jelly and Post trading verses, smiling ear to ear
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Fans holding up signs that read “RIP Toby” and “Should’ve Been a Cowboy Forever”
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A mid-song beer toast to the crowd (and Toby up above)
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An emotional outro where both artists let the crowd finish the final chorus—unaccompanied, just voices and memories
Since the performance, social media has exploded with praise:
“That Toby Keith tribute by Jelly Roll and Post Malone? Straight chills.”
“Toby would’ve LOVED that.”
“Country ain’t dead—it just grew tattoos and learned how to freestyle.”
Watch the full video now and witness what happens when two modern icons honor a country legend—with heart, heat, and one hell of a cowboy salute. 🤠💔🎤
Long live Toby Keith. Long live the music.
