Chris Stapleton Just Hit Another Major Milestone “You Should Probably Leave” Joins the Billion-Stream Club!

Chris Stapleton has another reason to celebrate, and country music fans will know exactly why this one matters.  His emotional hit “You Should Probably Leave” has officially crossed one billion streams, adding another huge achievement to an already remarkable career.

The song reached the milestone on October 20, making it Stapleton’s second track to surpass one billion streams. His fan-favorite “Tennessee Whiskey” had already reached that level, and now another of his signature songs has joined the club.

But the achievement goes beyond one artist’s success. It places Stapleton among a small group of country stars whose music has connected with listeners on a massive scale.

“You Should Probably Leave” Reaches the Billion-Stream Club

Released as a single on May 17, 2021, “You Should Probably Leave” quickly became one of Stapleton’s standout songs. Co-written by Stapleton, Ashley Gorley, and Chris DuBois, the track captures the tension of knowing a relationship should end — while still feeling the pull to stay.

That mix of honesty, vulnerability, and Stapleton’s unmistakable voice helped the song resonate with listeners.

The track climbed to No. 1 and went on to earn major industry recognition, including a Grammy Award for Best Country Solo Performance. It has also been certified eight-times Platinum, according to the supplied information.

Now, reaching one billion streams adds another milestone to the song’s story.

Chris Stapleton Joins an Exclusive Group of Country Artists

With “You Should Probably Leave” joining “Tennessee Whiskey,” Stapleton now has two songs that have crossed the billion-stream mark.

According to the milestone figures provided, only four other country artists — Morgan Wallen, Luke Combs, Zach Bryan, and Taylor Swift — have also reached at least two billion-stream songs.

The achievement also makes “You Should Probably Leave” just the 22nd country song ever to reach one billion streams.

For a genre built on storytelling, memorable melodies, and songs that listeners return to for years, those numbers show just how far a powerful song can travel.

The Story Behind the Hit

Part of the song’s appeal lies in its familiar emotional conflict. “You Should Probably Leave” explores the moment when someone knows they should walk away, but the chemistry and feelings between two people make that decision difficult.

Stapleton’s raw delivery gives the lyrics their weight without making the song feel overproduced. The result is a track that feels personal, relatable, and unmistakably country.

Its success also reflects the songwriting partnership behind it. Stapleton, Ashley Gorley, and Chris DuBois helped shape a song that became both a commercial hit and an award-winning performance.

Another Milestone in a Remarkable Career

Chris Stapleton has built his reputation on a distinctive voice, powerful live performances, and songs that put emotion first. “Tennessee Whiskey” became one of his defining hits, and “You Should Probably Leave” has now secured its own place among his biggest successes.

Crossing one billion streams is more than a number. It represents millions of listeners returning to a song that continues to connect with them.

And with two tracks now in the billion-stream club, Stapleton has added another impressive chapter to his country music legacy.

One thing is clear: “You Should Probably Leave” may be about knowing when to walk away, but listeners have shown they’re in no hurry to leave this song behind.