Leaving Littlewoods, he spent four years at Psygnosis before leaving to form Jester Interactive with his brother in 1997. It was around this time that he also met his second wife Claire, and just over a year later, their son Jacob was born. 2003 saw Wright leave Jester to form Checkmate Solutions Limited again with his brother Lee. In 2006, Checkmate Solutions Limited was dissolved leaving Wright to manage Tantrumedia Limited, a company he originally incorporated in 2003 as a vehicle for his work on websites and music production.