re: How to leverage new job offer for raise/benefits at current job?

Every boss is different, you have to know what works for your boss. I rarely think it's best to use the pay me this or I'm leaving bc they may pay you this time but don't be surprised if they are looking to replace you shortly after. They would be scared you may do that again.

You also have to know how much you are worth to the company. Could someone else there do your job if you left?