Andrew began his collegiate career at Limestone University, followed by Providence College. A play-making central midfielder, Andrew scored the game-winning goal his senior year to take Providence College to its second-ever Big East final appearance. He was then drafted in the third round of the MLS Draft by the New England Revolution and went on to play for Portuguese second-division club, Operário, followed by Icelandic top-division side, Fylkir. During their 2014 campaign, Andrew led the club in goals and assists and received Man of the Match honors in their final game of the season, falling just short of qualifying for the UEFA Europa League.