It’s always an honor to cover the legend @tobykeith.. yall go check out my version of “Should’ve Been A Cowboy” exclusively on @applemusic. | Riley Green
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It’s always an honor to cover the legend @tobykeith.. yall go check out my version of “Should’ve Been A Cowboy” exclusively on @applemusic. | Riley Green
168.2K viewsJul 2, 2025
FacebookRiley Green
Riley Green covering Toby Keith’s “Should’ve Been A Cowboy.” #countrymusic #rileygreen #tobykeith | Country Central
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Riley Green covering Toby Keith’s “Should’ve Been A Cowboy.” #countrymusic #rileygreen #tobykeith | Country Central
57.5K viewsJun 20, 2025
FacebookCountry Central
Zach Top and Riley Green covering Toby Keith’s “Should’ve Been A Cowboy.” via desireebuboi / TT #zachtop #rileygreen #tobykeith | Country Central
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Zach Top and Riley Green covering Toby Keith’s “Should’ve Been A Cowboy.” via desireebuboi / TT #zachtop #rileygreen #tobykeith | Country Central
55.9K viewsDec 11, 2024
FacebookCountry Central
Riley Green singing Toby Keith’s “Should’ve Been A Cowboy.” via @ellieshonk5 and @makenna.k.collins #rileygreen #tobykeith | Country Central
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Riley Green singing Toby Keith’s “Should’ve Been A Cowboy.” via @ellieshonk5 and @makenna.k.collins #rileygreen #tobykeith | Country Central
36K viewsFeb 9, 2025
FacebookCountry Central
Riley Green and Jelly Roll team up to perform Toby Keith's 'Should've Been a Cowboy' at Country Calling 2024 🤠✨ | Holler
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Riley Green and Jelly Roll team up to perform Toby Keith's 'Should've Been a Cowboy' at Country Calling 2024 🤠✨ | Holler
9.2K viewsOct 12, 2024
FacebookHoller
Riley Green & Tracy Lawrence paying tribute to Toby Keith singing Should've Been a Cowboy. 🎶🎤 | KUZZ "Bakersfield's Best Country"
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Riley Green & Tracy Lawrence paying tribute to Toby Keith singing Should've Been a Cowboy. 🎶🎤 | KUZZ "Bakersfield's Best Country"
8.9K viewsMay 11, 2024
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Update: Riley Green covers “Should’ve Been A Cowboy” by Toby Keith at FirstBank Amphitheater in Franklin, TN - #rileygreen #countrymusic #countryconcert #tobykeith #cover #reels | Up2Date Country
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Update: Riley Green covers “Should’ve Been A Cowboy” by Toby Keith at FirstBank Amphitheater in Franklin, TN - #rileygreen #countrymusic #countryconcert #tobykeith #cover #reels | Up2Date Country
8.6K viewsJun 21, 2025
FacebookUp2Date Country
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Riley Green Stagecoach Performance of 'Should’ve Been a Cowboy'
138.1K viewsMay 13, 2023
TikTokstagecoach
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Riley Green and Zach Top cover Toby Keith's "Should've Been a Cowboy" #shorts #countrymusic
62.3K viewsAug 6, 2024
YouTubeCountryLine
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Riley Green and Randy Houser singing “Should’ve Been A Cowboy” last night at Sand In My Boots. #rileygreen #tobykeith #randyhouser | Country Central
21K viewsMay 18, 2025
FacebookCountry Central
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Riley Green live: Should've Been a Cowboy — 06-18-26 performance
2.5K views3 months ago
TikToklabrujaa3
Should've Been A Cowboy (Apple Music Sessions) - Riley Green: Song Lyrics, Music Videos & Concerts
Jul 4, 2025
shazam.com
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Riley Green Should've been a Cowboy!! The Voice!!
39 views5 days ago
YouTubeKenny Baker
1:00
Riley Green Concert Highlights: Country Music Vibes
171K views7 months ago
TikTokajgorsett
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Riley Green in 2019 covering “Should’ve Been A Cowboy”, “She Don’t Know She’s Beautiful”, “That Ain’t My Truck” and “Crazy Rap” | Big D & Bubba
8.7K views11 months ago
FacebookBig D & Bubba
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I should’ve been a cowboy… #RileyGreen #TobyKeith #countrymusic | Country Sayings
5.2K viewsJul 9, 2025
FacebookCountry Sayings
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Riley singing Toby Keith live at Resch Center
1.8K views2 months ago
TikTokbaileyrbraun
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Should've Been a Cowboy cover by ZJK and Riley Green On Tour 2026 @ Jiffy Lube Live 8/8/26
441 views2 months ago
YouTubeMadi Biser
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Riley Green stuns at the 2026 American Music Awards in a cowboy look
4.2K views4 months ago
YouTubeUSA TODAY Entertainment
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Tonight's the night. @marshalscbs #marshalscbs
198.4K views7 months ago
TikTokrileyduckman
0:15
Riley Green stuns at the 2026 American Music Awards in a cowboy look
25.4K views4 months ago
YouTubeUSA TODAY
1:04
Riley Green reveals his home is 'like a giant petting zoo'
5.4K views5 months ago
YouTubeUSA TODAY
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I should've been a Cannoli Cowboy 🤌🤠 #foryoupage #rileygreen #fyp #trending #cowboy
3.9K views11 months ago
TikTokcowboycannolis
1:04
Riley Green reveals his home is 'like a giant petting zoo'
788 views5 months ago
YouTubeUSA TODAY Entertainment
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Out here on the Cowboy As It Gets Tour. #countrymusic #weouthere
26.9K views5 months ago
YouTubeRiley Green
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Riley Green Just Stole The Red Carpet At The AMAs 😳 #shorts
14.8K views4 months ago
YouTubeCountry After Hours
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YESTERDAY, ELLA LANGLEY GOT ENGAGED TO RILEY GREEN, USHERING IN THE MOST LUXURIOUS PRENUPTIAL AGREEM
7.7K views3 days ago
YouTubecelebjournal500
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Riley Green's "Cowboy As It Gets Tour" Extended Tour! 🎸✨
777 views4 months ago
YouTubeConcerts50
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Shoulda Been a Cowboy by Riley Green and Ella Langley - Country Music Duet
532.6K viewsNov 15, 2024
TikTokrileyduckman
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Country Central on Instagram: "Riley Green covering Toby Keith’s “Should’ve Been A Cowboy.” #countrymusic #rileygreen #tobykeith"
233.6K viewsJun 20, 2025
Instagramcountrycentral
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