In late 2016, WeTransfer crossed paths with Gordon Willoughby, formerly of Amazon and eBay, and the latter immediately recognised a unique opportunity. “My initial interviews took place at a restaurant called Happyhappyjoyjoy, as opposed to a meeting room named 1G, and I realised then I was in for a very different experience!”
As an investor, Gordon describes Highland as “concerned but not controlling,” which was perhaps unusually exemplified during Gordon’s early days in the job when, during a visit to WeTransfer’s Amsterdam office he paced face-first into a glass door. His face required stitches and his ego was certainly bruised, but he recalls that, ever the professional, “Tony didn’t say a thing but the next time I was in Amsterdam, there were these white seagull stickers on the glass door – just about head-height.”
In investing as in life, sometimes it’s the subtle gestures that really matter the most.