James has been racing motorcycles since the age of six. He started flattrack racing in New Hampshire on a Suzuki JR 50. He raced local flattrack races throughout New England and New York coming up the amateur ranks. James went to his first AMA Amateur Flattrack Grand Championships when he was nine years old and won the Amateur Grand Championship in the modified 60cc class in his first year. With the help of his parents and several early sponsors he continued to climb the amateur ranks winning Amateur Grand Championships in the 80cc, 250cc, 450cc and 505cc classes. James achieved dozens of amateur national flattrack titles along the way. 

In 2008 James received his AMA Pro Flattrack license and AMA Pro Road Racing license. He raced the AMA Pro MotoST Endurance series and is credited as the youngest rider at age 16 to win at the Daytona International Speedway. James continued his AMA Pro Flattrack career achieving second place overall in the AMA Pro Singles series also winning at the Daytona Short Track.

As James continued to hone his road racing skills and find additional sponsorship, in 2011 with the help of the National Guard and Star School James won the AMA Pro SuperSport East Championship as well as the overall National #1 plate and young gun award.

Not yet satisfied with his skill set, James challenged the AMA Pro SuperSport West Championship in 2012 on the Celtic/Orient Express Racing team and became the first two time AMA Pro SuperSport National Champion and the only racer to win both the East and West Coast Championships back to back.

Along with James two AMA Pro SuperSport National Championships he holds two AMA Bonneville Salt Flat Land Speed Records in the 650 and 750 twin categories.
James made the journey overseas to the British Superbike Championship in 2014 where he has competed in a variety of classes for a variety of teams since. In 2018 "The Rocket" has found a new home with the Everquip Racing Yamaha team in the Dickies Supersport 600 class.