Be sure to calculate everything you’re boss needs to look at before giving you a raise, ie. additional income you’ve brought in, projects you’ve initiated that contributed to company efficiency, anything that you have done to help the company move forward, or make money (basically). These are the things your boss will be tallying. Know what they are before you talk to him/her about the raise. It shows that you know what you’re worth. And never falter, as mtl zack mentioned. Be positive, assertive, etc. I would highly suggest NOT simply bringing up the fact that you’re doing more than your job description listed when you were hired – jobs evolve, people take on additional tasks. That’s a common workplace occurance, par for the course (unless, of course, you’re doing double-work or someone else’s job). Your boss isn’t going to want to hear that you’re working a bit harder than you expected and think he needs to pay you more. He/she hired you to work hard, that’s why you’re there…because they value your work ethic, likely. Go with the method of listing/documenting your contributions and their importance. That will take you further. Hold out until that anniversary, then have at it.