Education
Homewood-Flossmoor High School.
Homewood-Flossmoor High School.
He played college basketball for the University of Dayton Flyers men"s basketball team A point guard, he was awarded the title of 2008 Illinois Mr. Basketball. Following his four years at Homewood-Flossmoor High School, he started college play at Southern Illinois University in Carbondale.
After the 2009-2010 season Dillard announced he would be transferring from Southern Illinois University to University of Dayton"s team
He had to sit out one season under National Collegiate Athletic Association rules. He was named to the All-Atlantic 10 Second Team at the conclusion of his junior season.
Dillard went undrafted at the 2013 National Basketball Association draft 2013. On August 7, 2013, he signed with Associate of Science Junior Casale of Italy for the 2013-2014 season.
On July 4, 2014, he signed with VEF Rīga of Latvia.
On November 8, 2014, he parted ways with VEF Rīgeorgia On December 8, 2014, he signed with Élan Béarnais Pau-Orthez of France for the rest of the season. On August 1, 2015, he signed with MHP Riesen Ludwigsburg of Germany for the 2015-2016 season.
However, on September 4, 2015, he parted ways with Ludwigsburg before appearing in a game for them.
On October 27, 2015, he signed with Cholet Basket of France. On November 25, 2015, he left Cholet and signed with the Greek club Apollon Patras.
On February 2, 2016 Dillard was found positive at doping control and was given a 2-months suspended sentence.