Believe it or not, most bosses aren’t going to make the first move when it comes to the issue of your pay rise. If you’re sitting at work asking yourself ‘should I ask for a raise’, and all you have to risk is a couple of minutes of awkwardness, then you probably should ask for a raise. But don’t listen to us, you should be asking Paul the psychic octopus and abiding by every prediction he makes, obviously.