My mum still says the biggest mistake I ever made was not being Benedict Lloyd-Hughes. She's very upset. But the only one who calls me Benedict in real life is my granny.

The biggest mistake to me is complacency.

The biggest mistake we made at WordPress.com in term of infrastructure was buying servers.

We made only one real mistake. And even then we were right.

The biggest mistake a man can make is being nice and hence being fooled. The 2nd biggest ever mistake that a man can make is to think that the other person is nice. Today, people have stopped being nice.

The biggest mistake we made as a company was betting too much on HTML5.