Roll with Me

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"Roll with Me"
Roll with Me single.png
Cover of Colt Ford remix.
Single by Montgomery Gentry
from the album Back When I Knew It All
ReleasedAugust 5, 2008 (2008-08-05)[1]
LabelColumbia Nashville
Songwriter(s)Clint Daniels
Tommy Karlas
Producer(s)Blake Chancey
Montgomery Gentry singles chronology
"Back When I Knew It All"
"Roll with Me"
"One in Every Crowd"
Music video
"Roll with Me" at

"Roll with Me" is a song written by Clint Daniels and Tommy Karlas, and recorded by American country music duo Montgomery Gentry. It was released in August 2008 as the second single from their album Back When I Knew It All. It became their twentieth single to reach the Top 40 on the Billboard Hot Country Songs charts and on the weeks of December 20—27, 2008, became their fifth and final Number One song.


The song is a mid-tempo ballad, featuring lead vocals from Troy Gentry[1] and background vocals from Five for Fighting.[2] In it, the narrator sings about taking lyrical inspiration from the world around him, and learning the life lessons about which he sings.[3] This sentiment is reflected in the lines "I'm thinking maybe it's time to be livin' the rhyme / When I'm singing a song about nothing but right / And it'd sure be nice if you would roll with me."

According to Country Weekly, songwriter Tommy Karlas wrote the song after he could not sleep due to insomnia.[4] He got together with fellow songwriter Clint Daniels to finish it. Karlas added the second verse when he thought about a high school friend who had died.[4]

Montgomery Gentry released a rap remix with country-rapper Colt Ford as well.

Critical reception[edit]

Eddie Montgomery, the other half of the duo, said of the song: "It's got the groove factor; it's just unreal. I think it's the best performance I've ever heard from my brother over here. Emotionally, you can tell when he sings it, it's from the heart."[1]

Reviewing the song for Country Universe, critic Leeann Ward gave the song a C rating. She considered the lyrics cliché and nonsensical but called the melody "rather pleasant sounding".[5] Thom Jurek of Allmusic considered it "obligatory" and "spiritually minded".[6]

Music video[edit]

The music video, directed by Steven L. Weaver, features stop motion animation.[3] An interactive version of the video was also posted on the website Hear Something Country, presenting a 360-degree view of the video. The video features actor Darren Criss.

Chart performance[edit]

For the week of December 20, 2008, the song became their second consecutive and fifth and final number one hit, where it remained on top for two weeks. It also has become their second Top 40 hit on the Billboard Hot 100, peaking at number 33.

Chart (2008) Peak
US Hot Country Songs (Billboard)[7] 1
US Billboard Hot 100[8] 33
Canada (Canadian Hot 100)[9] 66

Year-end charts[edit]

Chart (2008) Position
US Country Songs (Billboard)[10] 53


  1. ^ a b c "Montgomery Gentry rolls out new single". Country Standard Time. 2008-08-06. Retrieved 2009-01-23.
  2. ^ "Montgomery Gentry release new disc June 10". Country Standard Time. 31 March 2008. Retrieved 20 January 2014.
  3. ^ a b Parton, Chris (2008-08-21). "Montgomery Gentry want to Live the Rhyme". CMT. Retrieved 2008-09-11.
  4. ^ a b Conaway, Alanna (2009-02-23). "Story Behind the Song: Rolling With the Flow". Country Weekly. 16 (4): 14.
  5. ^ Ward, Leeann (2008-07-20). "Montgomery Gentry — "Roll with Me" review". Country Universe. Retrieved 2009-01-23.
  6. ^ Jurek, Thom. "Back When I Knew It All review". Allmusic. Retrieved 2009-01-23.
  7. ^ "Montgomery Gentry Chart History (Hot Country Songs)". Billboard.
  8. ^ "Montgomery Gentry Chart History (Hot 100)". Billboard.
  9. ^ "Montgomery Gentry Chart History (Canadian Hot 100)". Billboard.
  10. ^ "Best of 2008: Country Songs". Billboard. 2008. Retrieved December 13, 2008.