Not only is approaching your boss and asking for a raise legitimate, but it is also inevitable, especially when you find yourself doing many more tasks than your original job description entailed. Unfortunately for OP, they were denied a $1 raise from their boss, even though they were working two job descriptions instead of one. OP had no choice but to look for another job in addition to the one they were already doing. Lo and behold, OP's company was more than willing to pay that extra dollar,…