Lesley performed at the Upright Citizens Brigade Theatre (UCB) in New York City, and The Groundlings in Los Angeles.

[citation needed] Caroline attended the Ryerson Theatre School in Toronto, where she received her BFA with honors.

[4][failed verification] She played Queen Isabella in her graduate production of Richard II directed by John Neville.

She also appeared in a number of short films and TV commercials, including Bud Light, Bell Canada, and TJ Maxx.

[6][failed verification] Caroline was also the sultry intermission voice on early episodes of The Starters when it was known as the Basketball Jones podcast.

Lesley did several episodes of the CBS daytime soap opera As the World Turns She starred in the indie film: Sister Blister in New York City and jumped out of a plane for the role.

Lesley was the face of Farmland Dairies milk ad seen in Shape and on billboards across New York City and New Jersey.