Jelly Roll feat. T-Pain – Should’ve Been a Cowboy (Amazon Music Original)
2:52
Jelly Roll feat. T-Pain – Should’ve Been a Cowboy (Amazon Music Original)
2.5M viewsMay 10, 2024
YouTubeJelly Roll
Jelly Roll ft Bigxthaplug & Morgan Wallen - Cowboy from the City (Official Music Video)
7:37
Jelly Roll ft Bigxthaplug & Morgan Wallen - Cowboy from the City (Official Music Video)
458 views6 months ago
YouTubeMicky Records
Cowboys
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Cowboys
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YouTubeJelly Roll - Topic
Jelly Roll "Should've Been A Cowboy" Toby Keith Tribute LIVE: Billy Bob's Texas 5/14/24 Clip
0:30
Jelly Roll "Should've Been A Cowboy" Toby Keith Tribute LIVE: Billy Bob's Texas 5/14/24 Clip
33.5K viewsJun 26, 2024
YouTubeLiveFromFrisco
Chris Stapleton ft Jelly Roll & Morgan Wallen - When A Cowboy Prays | New Music Video 2025
9:35
Chris Stapleton ft Jelly Roll & Morgan Wallen - When A Cowboy Prays | New Music Video 2025
5.5K views1 year ago
YouTubeAivision
Jelly Roll - Should’ve Been A Cowboy (Feat: Alexandra Kay) live Wichita KS
3:46
Jelly Roll - Should’ve Been A Cowboy (Feat: Alexandra Kay) live Wichita KS
686 viewsOct 16, 2024
YouTubeDer-Schnitter777
Jelly Roll Hit on Stage with a Bag of Weed - Should've Been a Cowboy!
1:03
Jelly Roll Hit on Stage with a Bag of Weed - Should've Been a Cowboy!
675.7K viewsSep 15, 2023
TikToklivingthegoodlife24
0:31
Jelly Roll and T-Pain hits the stage with their cover of “Should’ve Been a Cowboy” at Stagecoach. Stream the song only on Amazon Music. | Amazon Music
388K viewsMay 7, 2024
FacebookAmazon Music
0:56
Jelly Roll performs before biggest crowd of his career at Houston Rodeo
66.8K viewsMar 7, 2024
YouTubeKHOU 11
2:34
Jelly Roll - Should've Been a Cowboy (Toby Keith Cover) - Live Welcome to Rockville 2024
27.7K viewsMay 11, 2024
YouTubeMatt Kempke
2:48
Jelly Roll - Toby Keith Tribute w/T-Pain "Should've Been A Cowboy" Live @ Stagecoach, CA - 4/26/24
59.3K viewsApr 27, 2024
YouTubeCOUNTRY MUSIC FLIKS
0:41
Jelly Roll Pays Tribute to Toby Keith 🕊️ | Final Four Fest
3.1K viewsApr 27, 2025
YouTubehydrogen
0:26
Jelly Roll Perfoms Cowboy with Kidrock☄️🔥🔥 #kidrock #jellyroll #concert #rockmusic #countrymusic
399 views8 months ago
TikTokdetroitcowboytiktok
3:50
Riley green and jelly roll should’ve been a cowboy live
218 viewsOct 6, 2024
YouTubeTj Curry
2:53
Jelly Roll ft T Pain - Should've Been a Countryboy (Lyrics) Toby Keith
6K viewsJan 7, 2025
YouTubeCarrierless
0:39
Jelly Roll was joined by T-Pain for a damn good “Should’ve Been A Cowboy” tribute to Toby Keith at Stagecoach. #jellyroll #tpain #tobykeith #stagecoach #countrymusic #news #yall #hillbillylive | Hillbilly Live
577 viewsMay 4, 2024
FacebookHillbilly Live
0:15
Shaboozey and Jelly Roll win Grammy for best country duo 🤠😎 | The Real Cowboy Calvin
4.2K views8 months ago
FacebookThe Real Cowboy Calvin
3:02
Dustin Lynch - Chevrolet (feat. Jelly Roll) [Official Music Video]
7.4M viewsMay 22, 2024
YouTubeDustin Lynch
2:30
Jelly Roll & T-Pain Cover Toby Keith's Classic Hit
1.4M viewsJun 2, 2024
TikTokfeel_good_music_
0:24
Jelly Roll singing to inmates at the jail that he served time in. This is so inspirational 👏🏽👏🏽👏🏽🔥🔥🔥 #jellyroll #redemptionstory #nashvilletennessee #angelsandoutlaws | The Real Cowboy Calvin
53.7K viewsAug 14, 2023
FacebookThe Real Cowboy Calvin
3:11
I LOVE COUNTRY MUSIC!!! Grateful for the opportunity to pop out at @stagecoach with my brother @Jelly Roll 🔥 You can go stream our version of Should’ve Been A Cowboy exclusively on @Amazon Music
35.5K viewsApr 29, 2024
TikToktpain
11:33
Jelly Roll & Shaboozey - Cowboy Prayers (Official Fan Made Music Video)
717 views5 months ago
YouTubeHeavenly W4ve
7:16
Jelly Roll Tribute | Lord, I Can’t Carry This Alone I A Gentle Country Gospel Prayer. Official Video
253.4K views10 months ago
YouTubeNorthlight Worship
4:01
Jelly Roll - Hands Up (CMA Fest Performance)
213.3K views3 months ago
YouTubeJelly Roll
3:05
Dustin Lynch – Chevrolet (feat. Jelly Roll) (Official Lyric Video)
244.6K viewsJun 7, 2024
YouTubeDustin Lynch
6:59
Jelly Roll Tribute I Lord, I Can’t Do This Alone I A Gentle Country Gospel Prayer. Official Video
179.9K views10 months ago
YouTubeNorthlight Worship
3:54
Jelly Roll – “Hands Up” | Live at CMA Fest 2026
195.7K views3 months ago
YouTubeCMA
9:09
Jelly Roll, Chris Stapleton & Shaboozey – Cowboy Prayers (Official Fan Made Music)
1.1K views5 months ago
YouTubeCountryMuzikHub
2:52
Jelly Roll - Should’ve Been a Cowboy (Toby Keith Tribute) Nashville’s New Year’s Big Bash 12/31/2024
15K viewsJan 2, 2025
YouTubeWillie
5:15
Jelly Roll, BigXthaPlug & MGK - Cowboy Like Me Tonight (Fan Made Music Video)
651 views2 months ago
YouTubeOakTune Studios
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