|First Grand Prix|
|Last Grand Prix|
Cragg first entered sim racing in 1999, looking for a way to get more excitement out of the game, Grand Prix 2. A web search led to the LFRS series, and an e-mail to well-known Ape Grand Prix led to a Class C seat with the English team.
Cragg's LFRS career did not last long though, given the frustration of a slow computer and the overwhelming size of both the league and the team itself, which had dozens of drivers. Looking for a smaller, more close-knit community, Cragg eventually found the GP2World series in the spring of 2000, and decided to give his sim racing career one more shot.
As a new series, GP2World emphasized a limited field of competitors and many of the features that would later be seen in the GPVWC, including a league magazine, contracts and finances. Cragg found a vacancy at the Marlboro-Yamaha team, and took up residency next to team owner Joshua Day. With his enthusiasm, Cragg soon assumed co-ownership duties, and the two drivers carried the team to respectable finishes in the inaugural 2000 championship.
Day departed the scene suddenly in November, 2000. As sole owner, Cragg took the opportunity to re-launch the team under a new name and image. After a successful "T-Minus" campaign, based on that of Arrows F1, Marlboro-Yamaha was reborn as Stealth Grand Prix, in time for the 2001 season. Cragg initially planned to race himself, but as he had never possessed the speed nor the tools to compete well, he found the experience frustrating and retired to only occasional racing, soon after the start of the 2001 season.
The remainder of the year 2001 was spent coordinating the efforts of Stealth F1, which scored its first ever win at the 2001 Brazilian Grand Prix, and several respectable podium and points finishes. The driver scene was a revolving door however, and so Cragg doubled his efforts to recruit new people to the team and the league. Through scouring the GP2 leagues on the internet, Cragg recruited, amongst others, Mariano Malisani and Justin Ziarko to the GP2World Championship, and has remained in touch with them since.
Under Cragg's direction, the Stealth name branched out further in 2002, joining the CART Racing League and IGP3 Championship, before settling on the GPVWC. There, the Stealth name would blossom, and Cragg would embrace the opportunities available in the world's foremost sim racing series.