You Should Probably Leave

"You Should Probably Leave" explores the complex and often painful dynamics of an on-again, off-again relationship. The core meaning revolves around the intense internal conflict between rational thought and overwhelming desire. The lyrics tell the story of two people who are deeply drawn to each other but are acutely aware that their relationship is ultimately unsustainable and likely to end in heartbreak, as it has before. It's a narrative about temptation and the foreknowledge of regret.

Initially, the song presents the narrator's attempt to be the voice of reason, urging his partner to leave to prevent them from making a mistake. However, this warning is fraught with ambiguity; it's as much a plea for her to go as it is a test of their mutual desire. The central theme is the intoxicating pull of a doomed love, the idea that even when you know the outcome will be negative, the immediate gratification is too powerful to resist.

The song's meaning deepens with the narrative twist in the final verse. By flipping the script—where the narrator, having given in to temptation, now fears being left by his partner—the song highlights the vulnerability and anxiety that follow a moment of passion. This role reversal underscores the cyclical and perhaps toxic nature of their bond. It moves from a position of feigned control to one of fear and emotional dependency, suggesting that both individuals are caught in a recurring loop of passion and anticipated separation.

The narrative unfolds in a quiet, intimate setting where two former lovers have reconnected. It's not particularly late, but the male narrator immediately suggests that his female companion should probably leave. He recognizes a familiar, longing look in her eyes, an unspoken acknowledgment of their shared history and the magnetic pull that still exists between them. He is acutely aware of where their night is heading if she stays, a path they have clearly walked before. The chorus reveals his internal conflict; he states plainly that they both know how this will end. He perceives that she wants him to ask her to stay, and because of this very dangerous and tempting dynamic, he insists that leaving is the wisest course of action.

As the song progresses, the tension mounts. The simple act of her finishing her wine becomes a potential point of no return. He admits it's difficult to resist the urge for just one kiss, another small step toward the inevitable. The repetition of the chorus reinforces his struggle, a mantra he seems to be repeating as much for himself as for her. He personifies her tempting presence as a 'devil on my shoulder,' a classic metaphor for a battle between conscience and desire. This 'devil' whispers in his ear, making it increasingly hard for him to 'do the right thing' and maintain his resolve.

A significant narrative shift occurs in the final verse. The scene has changed to the next morning. The sun is up, it's 6 a.m., and he has been awake, watching her sleep beside him. Their night together, which the preceding verses tried to prevent, has happened. In this new light, the power dynamic and the perspective are completely inverted. The fear is no longer about his own weakness but about her potential regret. The recurring phrase is transformed by his new anxiety; he is now terrified that she will wake up and be the one to say, 'you should probably leave.' The final chorus is a poignant reversal: he now openly admits, 'I want you to stay,' but projects his earlier logic onto her, anticipating that she will probably say that she should leave, bringing the story of their cyclical, complicated relationship full circle.

"You Should Probably Leave" was written by Chris Stapleton alongside two prolific Nashville songwriters, Ashley Gorley and Chris DuBois. Despite being a single from his 2020 album Starting Over, the song is one of Stapleton's older compositions. He has stated in interviews that the song was written around a decade before its official release and was even recorded for a previous, unreleased Mercury Records album that was shelved before his breakout success with Traveller.

For years, the song existed as a fan favorite, known through various live performances uploaded to YouTube, with some clips dating back to as early as 2014. These early, often acoustic, performances helped the song gain a "cult following." It was ultimately Chris Stapleton's wife and bandmate, Morgane Stapleton, who championed the song and insisted that it be included on the Starting Over album. She felt it was time for the beloved, long-unreleased track to finally have its official moment in the world. The production on the album version, handled by Stapleton and Dave Cobb, features Benmont Tench of Tom Petty and the Heartbreakers on the Hammond B3 organ.

The song employs several powerful symbolic elements to convey its themes of temptation and internal conflict:

• The Devil on the Shoulder: The most explicit metaphor is in the bridge: "Like a devil on my shoulder you keep whisperin' in my ear." This classic image vividly portrays the narrator's internal struggle, framing the partner's tempting presence as an external, almost supernatural force that makes it "hard for me to do the right thing here." It symbolizes the battle between his conscience and his desire.
• The Look in Your Eyes: The line "I recognize that look in your eyes" serves as a symbol of their shared, complicated history. That look represents a non-verbal communication of mutual desire and the acknowledgment that they are on the verge of repeating past behaviors.
• Leaving vs. Staying: The central, titular act of leaving is symbolic of making the rational, sensible choice, while staying represents succumbing to emotion and passion, despite knowing the probable negative consequences. The entire song is built on this symbolic dichotomy.
• The Morning Sun: The final verse, which opens with "Sun on your skin, 6 a.m.," uses the morning light to symbolize the harsh clarity that follows a night of passion. The darkness provided cover for their impulsive decision, but the light of day brings with it the fear of reality, regret, and the inevitable conversation about what comes next.

The emotional atmosphere of "You Should Probably Leave" is a complex tapestry of tension, desire, and anticipated regret. It's a quintessential "slow burn" track, where the emotion simmers just beneath the surface rather than boiling over. The primary tone is one of intimate conflict, capturing the push-and-pull between two people who know they are a bad idea for each other but cannot stay away.

This emotional landscape is crafted through several key elements. The slow, bluesy tempo and minimalist instrumentation create a quiet, almost claustrophobic space where the tension can build. Stapleton's restrained, soulful vocal performance is crucial; he conveys a world of longing and hesitation without resorting to his full-throated power, making the internal struggle feel more personal and palpable. The song begins with a mood of cautious apprehension, shifts into a state of sensual temptation in the bridge ("it's hard to resist"), and culminates in a feeling of vulnerable anxiety in the final verse as the narrator faces the morning-after consequences. The overarching emotion is bittersweet—the sweetness of the passion mixed with the bitterness of knowing it's fleeting and doomed.

"You Should Probably Leave" achieved significant commercial success and critical acclaim, cementing its place as one of Chris Stapleton's signature songs. Upon its release as a single in May 2021, it became his third No. 1 hit on both the Billboard Country Airplay and Hot Country Songs charts. Its success was notable as it had been an underground fan favorite for years, known from live bootlegs on YouTube.

The song's highest honor came at the 2022 Grammy Awards, where it won for Best Country Solo Performance. This was one of three Grammys Stapleton won that night, alongside Best Country Album for Starting Over and Best Country Song for "Cold." The track was praised by many critics for its bluesy, rootsy sensibilities and its clever, narrative-driven songwriting. While some reviewers found the production and tempo too slow or boring, its chart performance and major award win indicate a strong connection with a broad audience. The song is a staple in Stapleton's live performances and is frequently highlighted as a standout track from his critically lauded album, Starting Over.

The song's rhythmic and rhyming structure is deliberately crafted to enhance its slow-burning, sensual, and tense mood. The tempo is slow and methodical, creating a feeling of measured consideration and simmering passion. This pacing allows the narrative to unfold gradually, building tension with each verse. The interplay between the sparse instrumental rhythm and the deliberate cadence of Stapleton's vocal delivery is central to the song's feel.

The rhyme scheme is generally simple and direct, often following an AABB or ABCB pattern within the verses, which makes the lyrics feel conversational and direct. For example, in the first verse, "late" and "leave" establish a near rhyme, as do "eyes" and "leave," prioritizing emotional directness over strict poetic form. The chorus is more structured: "me" rhymes with "lead," and "stay" rhymes with "leave." This straightforward structure keeps the focus firmly on the story being told. The rhythm of the lyrics themselves is unhurried, allowing each line to land with weight and giving the listener time to absorb the emotional conflict at play.

"You Should Probably Leave" is noted for its blend of musical and literary techniques that create its distinctive, intimate atmosphere.

Musical Techniques:

• Genre Blending: The track is a prime example of Stapleton's signature style, mixing country with heavy blues, soul, and rootsy R&B influences.
• Minimalist Arrangement: The production is relatively sparse, opening with a simple, slick electric guitar riff and a basic drum pattern, later joined by a Hammond B3 organ. This minimalist approach creates a sense of intimacy and focuses the listener on the lyrical narrative and Stapleton's vocal delivery.
• Restrained Vocal Delivery: Unlike some of his more powerful, soaring performances, Stapleton employs a more controlled, nuanced vocal here. This restraint mirrors the lyrical tension of the song, conveying a sense of simmering emotion held just below the surface.

Literary Techniques:

• First-Person Narrative: The song is told from a deeply personal, first-person perspective, making the listener feel like a confidant to the narrator's internal monologue.
• Narrative Twist: A key technique is the reversal of roles in the final verse. The repetition of the chorus, "You should probably leave," changes meaning entirely when the narrator is the one who fears hearing it. This storytelling device, common in country music, provides a satisfying and thought-provoking conclusion.
• Repetition (Anaphora): The repetition of the titular phrase serves as the song's central hook and reinforces the central theme. Its changing context at the end is a powerful device that showcases the shift in the emotional landscape.

What is the story behind Chris Stapleton's song 'You Should Probably Leave'?

The song tells the story of an on-again, off-again couple wrestling with the temptation to spend the night together, knowing it will likely end in regret. The narrator initially urges the woman to leave, but after they give in, the roles reverse, and he fears she will be the one to leave in the morning.

Who wrote 'You Should Probably Leave'?

Chris Stapleton co-wrote the song with two other prominent Nashville songwriters, Ashley Gorley and Chris DuBois. The track was written many years before its official release.

When was 'You Should Probably Leave' released?

The song was officially released on Chris Stapleton's album 'Starting Over' in November 2020. It was sent to country radio as a single on May 17, 2021. However, Stapleton had been performing the song live as early as 2014.

What does the end of 'You Should Probably Leave' mean?

The ending is a narrative twist. After spending the night together, the narrator's perspective flips. He is no longer the one cautiously telling her to leave; instead, he's 'so afraid' she will wake up and say the same words to him, highlighting his vulnerability and the cyclical nature of their relationship.

Did 'You Should Probably Leave' win any awards?

Yes, the song won a Grammy Award for Best Country Solo Performance at the 64th Annual Grammy Awards in 2022. It also reached number one on the Billboard country charts.

What genre is 'You Should Probably Leave'?

It is primarily a Country song with strong influences of Soul and Blues. Critics often describe its style as 'bluesy,' 'rootsy,' and an example of 'country soul,' which is characteristic of much of Chris Stapleton's music.

Who is the 'devil on my shoulder' Chris Stapleton sings about?

The 'devil on my shoulder' is a metaphor for the voice of temptation. In the context of the song, his romantic partner's alluring presence is the 'devil,' whispering in his ear and making it hard for him to make the rational choice to end the night.