He attended Parkview High School in Georgia, playing alongside current Major League Baseball outfielder Jeff Francoeur.

Lester missed the 2007 Cotton Bowl as well as the first 5 games of the 2007 season due to concerns over his academic eligibility.

He worked out for the Houston Texans on August 6, 2009, after an injury to running back Jeremiah Johnson.

Lester played the 2010 season with the Edmonton Eskimos of the Canadian Football League (CFL).

In 2012, Lester signed with the Georgia Rampage of the Ultimate Indoor Football League (UIFL) for their 2013 season.