You Should Probably Leave

"You Should Probably Leave"
"You Should Probably Leave"
Single by Chris Stapleton
from the album Starting Over
Released	May 17, 2021
Genre	Country
Length	3:33
Label	Mercury Nashville
Songwriter(s)	Chris Stapleton; Ashley Gorley; Chris DuBois;
Producer(s)	Dave Cobb; Chris Stapleton;
Chris Stapleton singles chronology

"You Should Probably Leave" is a song recorded by American singer-songwriter Chris Stapleton, it was released on May 17, 2021, as the third single from his fourth studio album Starting Over. The song was co-written by Ashley Gorley, Chris DuBois and Stapleton, who also produced the track with Dave Cobb.^[1]

No official music video was made for the song.

Background

The song had been written back in 2014. In a clip from October 2014, Stapleton was seen performing in Nashville on a simple stage, and his wife Morgane joined in.^[2]

Content

"You Should Probably Leave" describes a story about an on-again, off-again couple who cannot seem to keep themselves from coming back to one another, even though they know their story will not end well.^[3]

Critical reception

The song won the Best Country Solo Performance Grammy Award in 2022.^[4]

Charts

Weekly charts

Weekly chart performance for "You Should Probably Leave"
Chart (2021–2022)	Peak position
Australia Country Hot 50 (TMN)^[5]	9
Canada (Canadian Hot 100)^[6]	35
Canada Country (Billboard)^[7]	1
Ireland (IRMA)^[8]	81
US Billboard Hot 100^[9]	28
US Country Airplay (Billboard)^[10]	1
US Hot Country Songs (Billboard)^[11]	1

Year-end charts

2021 year-end chart performance for "You Should Probably Leave"
Chart (2021)	Position
US Hot Country Songs (Billboard)^[12]	32

2022 year-end chart performance for "You Should Probably Leave"
Chart (2022)	Position
US Billboard Hot 100^[13]	79
US Country Airplay (Billboard)^[14]	34
US Hot Country Songs (Billboard)^[15]	23

Certifications


Region	Certification	Certified units/sales
Australia (ARIA)^[16]	Platinum	70,000^‡
Canada (Music Canada)^[17]	4× Platinum	320,000^‡
New Zealand (RMNZ)^[18]	3× Platinum	90,000^‡
United Kingdom (BPI)^[19]	Silver	200,000^‡
United States (RIAA)^[20]	6× Platinum	6,000,000^‡
^‡ Sales+streaming figures based on certification alone.

References

^ Langeler, Wes (May 10, 2021). "Chris Stapleton Is FINALLY Releasing "You Should Probably Leave" As A Single". Whiskey Riff. Retrieved July 8, 2021.
^ Reiko, Jennifer (27 August 2020). "6 Years Before Its Release, Chris Stapleton Performs "You Should Probably Leave" In 2014 Video". Country Music Nation. Retrieved July 8, 2021.
^ Liptak, Carena (May 13, 2021). "Chris Stapleton's 'You Should Probably Leave' Is Intoxicating Ode to Doomed Love [Listen]". Taste of Country. Retrieved July 8, 2021.
^ "2022 GRAMMYs Awards: Complete Nominations List". GRAMMY.com. 2021-11-23. Retrieved 2021-11-27.
^ "Country Hot 50: Issue 1371". The Music Network. themusic.com.au. Archived from the original on December 12, 2021. Retrieved December 12, 2021.
^ "Chris Stapleton Chart History (Canadian Hot 100)". Billboard. Retrieved February 1, 2022.
^ "Chris Stapleton Chart History (Canada Country)". Billboard. Retrieved January 25, 2022.
^ "IRMA – Irish Charts". Irish Recorded Music Association. Retrieved October 7, 2023.
^ "Chris Stapleton Chart History (Hot 100)". Billboard. Retrieved February 1, 2022.
^ "Chris Stapleton Chart History (Country Airplay)". Billboard. Retrieved February 8, 2022.
^ "Chris Stapleton Chart History (Hot Country Songs)". Billboard. Retrieved February 15, 2022.
^ "Hot Country Songs – Year-End 2021". Billboard. Retrieved December 2, 2021.
^ "Hot 100 Songs – Year-End 2022". Billboard. Retrieved December 2, 2022.
^ "Country Airplay – Year-End 2022". Billboard. Retrieved December 1, 2022.
^ "Hot Country Songs – Year-End 2022". Billboard. Retrieved December 1, 2022.
^ "ARIA Charts – Accreditations – 2023 Singles" (PDF). Australian Recording Industry Association. Retrieved October 20, 2023.
^ "Canadian single certifications – Chris Stapleton – You Should Probably Leave". Music Canada. Retrieved March 3, 2025.
^ "New Zealand single certifications – Chris Stapleton – You Should Probably Leave". Radioscope. Retrieved July 30, 2025. Type You Should Probably Leave in the "Search:" field.
^ "British single certifications – Chris Stapleton – You Should Probably Leave". British Phonographic Industry. Retrieved March 14, 2024.
^ "American single certifications – Chris Stapleton – You Should Probably Leave". Recording Industry Association of America. Retrieved July 28, 2025.

[1] Langeler, Wes (May 10, 2021). "Chris Stapleton Is FINALLY Releasing "You Should Probably Leave" As A Single". Whiskey Riff. Retrieved July 8, 2021.

[2] Reiko, Jennifer (27 August 2020). "6 Years Before Its Release, Chris Stapleton Performs "You Should Probably Leave" In 2014 Video". Country Music Nation. Retrieved July 8, 2021.

[3] Liptak, Carena (May 13, 2021). "Chris Stapleton's 'You Should Probably Leave' Is Intoxicating Ode to Doomed Love [Listen]". Taste of Country. Retrieved July 8, 2021.

[4] "2022 GRAMMYs Awards: Complete Nominations List". GRAMMY.com. 2021-11-23. Retrieved 2021-11-27.

[TMN-5] "Country Hot 50: Issue 1371". The Music Network. themusic.com.au. Archived from the original on December 12, 2021. Retrieved December 12, 2021.

[sc_Canada_Chris_Stapleton-6] "Chris Stapleton Chart History (Canadian Hot 100)". Billboard. Retrieved February 1, 2022.

[sc_Billboardcanadacountry_Chris_Stapleton-7] "Chris Stapleton Chart History (Canada Country)". Billboard. Retrieved January 25, 2022.

[8] "IRMA – Irish Charts". Irish Recorded Music Association. Retrieved October 7, 2023.

[sc_Billboardhot100_Chris_Stapleton-9] "Chris Stapleton Chart History (Hot 100)". Billboard. Retrieved February 1, 2022.

[sc_Billboardcountryairplay_Chris_Stapleton-10] "Chris Stapleton Chart History (Country Airplay)". Billboard. Retrieved February 8, 2022.

[sc_Billboardcountrysongs_Chris_Stapleton-11] "Chris Stapleton Chart History (Hot Country Songs)". Billboard. Retrieved February 15, 2022.

[12] "Hot Country Songs – Year-End 2021". Billboard. Retrieved December 2, 2021.

[13] "Hot 100 Songs – Year-End 2022". Billboard. Retrieved December 2, 2022.

[14] "Country Airplay – Year-End 2022". Billboard. Retrieved December 1, 2022.

[15] "Hot Country Songs – Year-End 2022". Billboard. Retrieved December 1, 2022.

[AustraliaChris_StapletonYou_Should_Probably_LeavesingleCertRef-16] "ARIA Charts – Accreditations – 2023 Singles" (PDF). Australian Recording Industry Association. Retrieved October 20, 2023.

[CanadaChris_StapletonYou_Should_Probably_LeavesingleCertRef-17] "Canadian single certifications – Chris Stapleton – You Should Probably Leave". Music Canada. Retrieved March 3, 2025.

[New_ZealandChris_StapletonYou_Should_Probably_LeavesingleCertRef-18] "New Zealand single certifications – Chris Stapleton – You Should Probably Leave". Radioscope. Retrieved July 30, 2025. Type You Should Probably Leave in the "Search:" field.

[United_KingdomChris_StapletonYou_Should_Probably_LeavesingleCertRef-19] "British single certifications – Chris Stapleton – You Should Probably Leave". British Phonographic Industry. Retrieved March 14, 2024.

[United_StatesChris_StapletonYou_Should_Probably_LeavesingleCertRef-20] "American single certifications – Chris Stapleton – You Should Probably Leave". Recording Industry Association of America. Retrieved July 28, 2025.

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v t e Chris Stapleton
Awards and nominations Discography
Studio albums	Traveller From A Room: Volume 1 From A Room: Volume 2 Starting Over Higher
Singles	"What Are You Listening To?" "Traveller" "Nobody to Blame" "Parachute" "Either Way" "Broken Halos" "Millionaire" "Blow" "Starting Over" "Cold" "You Should Probably Leave" "Easy on Me" "Joy of My Life" "White Horse" "Think I'm in Love with You"
Featured singles	"Say Something" "Love Me Anyway" "I Bet You Think About Me" "We Don't Fight Anymore" "A Song to Sing"
Other songs	"Fire Away" "Tennessee Whiskey" "Last Thing I Needed, First Thing This Morning" "The Ballad of the Lonesome Cowboy" "Glow" "You'll Never Leave Harlan Alive"
Concert tours	Chris Stapleton's All-American Road Show Tour
Related articles	The SteelDrivers The Jompson Brothers Morgane Stapleton
Category

v t e Grammy Award for Best Country Solo Performance
2010s	"Mean" – Taylor Swift (2012) "Blown Away" – Carrie Underwood (2013) "Wagon Wheel" – Darius Rucker (2014) "Something in the Water" – Carrie Underwood (2015) "Traveller" – Chris Stapleton (2016) "My Church" – Maren Morris (2017) "Either Way" – Chris Stapleton (2018) "Butterflies" – Kacey Musgraves (2019)
2020s	"Ride Me Back Home" – Willie Nelson (2020) "When My Amy Prays" – Vince Gill (2021) "You Should Probably Leave" – Chris Stapleton (2022) "Live Forever" – Willie Nelson (2023) "White Horse" – Chris Stapleton (2024) "It Takes a Woman" – Chris Stapleton (2025)

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