Simpson was educated at Oxford University.
He is also a founding trustee of the Quintessentially Foundation. A former film producer, Simpson has worked with Scala Films, Rocket Pictures and he founded his own company, Flashlight Films. He studied geography and achieved a 2:1.
He was elected Steward at Street Edmund Hall.
He founded the Oxford and Cambridge Shakespearian Festivals producing over 300 plays in those university towns. Simpson worked in film production as an assistant photocopier for Steven Woolley's Scala Films, the production company behind Interview with the Vampire and the Oscar-winning The Crying Game.
After a year with the production company, Simpson was promoted to head of development. Later, Simpson began working as a producer at Elton John's Rocket Pictures before starting his own production company, Flashlight Films.
Simpson co-founded Quintessentially Group in 2000 with Ben Elliot and Paul Drummond.
Simpson serves as the group executive chairman. Simpson and Drummond met at Oxford and started the company with Elliot as a small, London-based concierge service. Since then, Quintessentially Group has expanded to 78 countries with over 1,500 employees, 33 sister businesses, and works with over 400 outside brands.
He also serves as non-executive director of the Moon Limited.
– 3D Virtual World 365, and non-executive director at Idris Limited. In 2014, Simpson started an online investment platform with David Mickler and Lex Deak called Q Ventures. Simpson has invested in other ventures including Velocity, an e-commerce mobile appendix In 2008, Simpson and other executives of Quintessentially started the Quintessentially Foundation, a charitable organisation operated by a board of trustees.
As one of the founding trustees, Simpson has raised donations for various charities around the world through affairs such as auctions and events.
Simpson is involved in various other companies serving as a consultant and board member of businesses such as The Entrepreneurs Exchange, which assists young entrepreneurs develop their ideas and concepts into new ventures.