"Roll with Me" is a song written by Clint Daniels and Tommy Karlas, and recorded by American country music duo Montgomery Gentry.

[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.

Karlas added the second verse when he thought about a high school friend who had died.

Eddie Montgomery, the other half of the duo, said of the song: "It's got the groove factor; it's just unreal.