Chesterman, rather eccentric looking, with a pointy beard and slightly transatlantic, gravelly drawl, first struck gold with LoveFilm - the DVDs-by-post service he founded then sold to Amazon for £200 million. Then came the property site Zoopla, which floated on the stock market in 2014 before being sold on for £2.2 billion, leaving Chesterman a personal profit of more than £100 million.