"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.

In a clip from October 2014, Stapleton was seen performing in Nashville on a simple stage, and his wife Morgane joined in.

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