As a 15-year-old at a boutique PR outfit, I found myself on a boat painted to look like a duck on the Singapore River. My fellow passenger with his woollen suit looked uncomfortable in the tropical heat. It was the year 2000 and this was my first PR event, the launch of a little startup called eBay in Singapore.

At 19, I was editor of a media outlet, the first of its kind and no. 1 in its category, with 25k daily uniques and 130k active users. (We were just recovering from the first dot-com bubble - what the hell did we know.) That same year, a little website called thefacebook.com opened its membership to non-Harvard students.

At 30, I said goodbye to my colleagues at the best digital consultancy in the world (according to the Homes Report). After two years and two award-winning campaigns, I closed a 15-year chapter - put it on pause at least. I had just won a little-known reality competition and, overnight, my title comprised just two letters: VC.