I'd like a raise please. I'd like it NOW!
1) There is no way a business owner would trust two walkouts with management, give them raises, and rehire them. He might figure out he needed to hire (and pay for) managers, but I'm sure it wouldn't be the same two.
2) Joe runs his business based off his personal circumstances instead of business circumstances. I'm either getting annoyed with the writing or the character. Or both.