In 1998 Simon moved to England to study trumpet and cornet at the Royal Northern College of Music in Manchester. His main tutors were Roger Webster, John Dickinson, John Miller, Murray Greig, and John MacMurray. Simon graduated from the Royal Northern College of Music in 2003 with a Bachelor of Arts in Music degree with credit in performance, and has also received the Diploma in Professional (Solo) Performance.
While in the United Kingdom, Simon has played with bands like Brighouse & Rastrick, Black Dyke, and was a member of the Williams Fairey Band for two years. In summer 2003 Simon travelled to Japan as a member of the Pacific Music Festival Orchestra Academy. Later that year he moved to Abu Dhabi in the United Arab Emirates to help to build up and structure the instrumental tuition scheme, and to work as an instrumental teacher at The British School - Al Khubairat.
Simon now lives in Chicago. He plays as substitute with various orchestras, works as Operations Manager and Assistant Program Coordinator for the Sherwood Conservatory of Music, and is working as a freelance trumpet player in and around Chicago.