A qualified chartered accountant and IT entrepreneur, Rupert set up Pirum, a fintech start-up focussed on automating operational processes in the global securities finance markets in 2002. He served as Pirum’s Chief Executive until 2014 and the business was sold to a private equity buyer in 2015. He remains involved with the company, as both a management consultant and non-executive director.
Rupert has been a Governor of St Andrew's Healthcare since 2017 and was appointed as a Board Member and Trustee in December 2022.