Cherry took part in the 2009 Pan American Junior Athletics Championships in Port-of-Spain, where he won a silver medal over 100 meters in 10.17 seconds, only behind Marcus Rowland.

Cherry also set the record in the 2008 National Scholastic Indoor Championship in the 60 m (6.64) and holds the fastest time ever run for a high school athlete ENROUTE in the 55-meter dash which also stands as the 55 m record at the national scholastic meet (6.14).

In 2009, Cherry set the United States American junior record in the 60 m dash at the 2009 USA Boston Indoor Championships placing second (6.52).

He qualified for the 2012 USA indoor championship, placing as the bronze medalist against Trell Kimmons and Justin Gatlin.

His 6.49 also is the fastest performance in collegiate since the year 2001, and marks the sixth fastest time in college history in the 60 m. Still having another attempt to compete indoors for Mississippi State, Cherry signed with the Asics America in California shortly after his indoor season in June 2013 (2013-2015).