My co founder Tim Boughton and I took the very risky decision not to raise any money until we’d proven the product market fit. This meant living off savings for two years to avoid selling a significant percentage of the business before we’d built it.

When I was working for a law firm, I represented a lot of venture capital firms, start-ups, and big multinationals. This made me realize two things: first, that I wanted to become an entrepreneur, and second, that I was really frustrated that lawyers didn’t have good technology at their disposal to do their jobs better. My idea was that if you could train a computer to understand the language of lawyers—to understand legalese—you could have a very big impact on the industry.

Seven Hills was founded on the belief that business should act as a force for positive change in society. My business partner, Nick Giles, and I founded our campaigns business because we wanted to back disruptive companies and leaders who are dedicated to improving people’s lives. We call them the Changemakers.

Never did I imagine my search online for a squash court would result in running a global software company. About 10 years ago I was searching online for a squash court near my house and found it virtually impossible to find any information on Google. When I finally found details of a court, they couldn’t take bookings or payments online, or even over the phone; you had to turn up in person to book and pay, to go away, and then to come back another time to play. As you can imagine this was extremely frustrating and I knew there had to be a better way, especially when the UK was bidding for the Olympics and trying to make it “easier for people to engage in sports”.

First thing would be to tell my younger me “Don’t Be So Sensitive!!!”  When I was young, I took to heart what people said, thought, did and dwelled on it way to long, often to my detriment.  I went to school at a tough Comprehensive school in Lowestoft, where my Dad taught.  Got bullied, didn’t do as well as I could have, kind of internalised it.  On the day of my last A Level, at 4pm I cycled overnight to Cowes, around 170 miles via Oxford with just some glucose bars.  Soon as I’d escaped the bad un’s and naysayers, teaching sailing at the NSC in Cowes, with amazing talent and friends, I started to believe in myself, to be the best I could be in life.