The whole thing is a joke, but an unfunny joke, like an aged aunty might tell!
Why doesn't he just give Kirk the job and be done with it? Failing that why on earth does Tina seem to only work part time? How could she and Jason afford a mortgage with only one and a half wages coming in? In fact, didn't Bill have to put Jason on less hours too?
So there's two easy, less painful, and in the case of Kirk, much more entertaining solutions!