"I Should Be Sleeping" is a song written by Shaye Smith and Lisa Drew, and recorded by Canadian country music group Emerson Drive.

It was released in October 2001 as their first single from their debut self-titled album, Emerson Drive.

Billboard Hot Country Songs chart, reaching a peak of number 4.

[1] The music video was directed by Thom Oliphant and premiered in late 2001.

Billboard Hot Country Singles & Tracks for the chart week of November 10, 2001.