On March 18, 2011, a little less than a month before kicking off its inaugural season, Orlando City SC signed 20-year-old Trinidadian midfielder Kevin Molino. Over the next four years, he would become the star of the USL Pro side, winning two league MVP awards and helping the team to three league titles and two championships.
On Jan. 9, 2014, the club signed Molino to an MLS contract, making him the club's first MLS player. Heading into the club's inaugural MLS campaign in 2015, he was expected to be one of the club's marquee players, along with Brazilian international Designated Player Kakà.