He attended Whitgift School in South London, a well-known institution that has produced several accomplished cricketers. While studying A-levels in Sports Science and Business, Roy chose to forgo a university opportunity at St Mary's University College in favor of pursuing a career in cricket.

Youth and County Cricket Career

Roy began his cricketing development with Surrey County Cricket Club, representing the team at both under-11 and under-19 levels. He was also a part of the Pemberton Greenish Surrey Academy, where he further honed his skills. His performances at youth level, especially a standout showing against South Africa in an under-19 match, helped pave his way into the senior squads.

He made notable contributions for the Surrey second XI, including strong performances against teams such as Hampshire. In 2008, Roy was in top form and produced several consistent innings, demonstrating his potential as a future prospect for English cricket. That year marked his first-class debut for Surrey.

Development and Overseas Experience

In 2008, Roy earned a scholarship to attend the Darren Lehmann Cricket Academy in Adelaide, Australia. During this stint, he played club cricket for the Port Adelaide Cricket Club, where he gained valuable overseas experience. His performances in 2009 showed further signs of maturity, but it was in 2011 that he truly began to stand out by playing three consecutive match-winning innings against Essex, Sussex, and Durham.

Despite these successes, Roy experienced an inconsistent 2011 season, alternating between Surrey’s A team and second XI. However, his commitment remained intact, and he continued to refine his game during this phase.