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Originally Posted by robot_parade
Be professional. "Give me 'x' or I'll quit" almost never works, at least in the industries I've been in. It *might* get you more money at the moment, but your boss will *know* you are ready to bolt, and will be waiting for your replacement to walk in, resume in hand. Tactics like "I think I deserve 'x'" or "I'm unhappy in my current role, I'd like to be doing '<something more challenging, with higher pay>' instead." work much better.
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I don't think that giving an ultimatum would be detrimental in this case. It's not like he's asking for a raise.
Simply tell the boss, "I originally started this job with the hopes of becoming a server later on. If I can't become a server here, then I'm afraid I'm going to have to look for another job that will hire me as a server."
It's a freaking
restaurant job, he's not exactly the CEO of a million dollar corporation.
EDIT: also, the boss may be using you to fill a role that he needs filled. He has no loyalty to you, no obligation to give you anything. You're there to make money, he's there to make sure his company makes money.
Bottom line is that if you're not getting what you need, go somewhere else. And if you don't, you're a sucker.