Making him feel good isn't worth going broke, it may seem harsh, but that's just how I feel. I don't have a job for him at where I work, our boss can't afford it.
OOOOOOR, I think I could handel ONE month or so of him being there, if he doesn't have a job then, I would have to kick him out.
I may sound like a douche, but it makes sense.
No, you don't sound like a douche. Calmly tell him, "I can let you stay here for a month while you find a job. If you can't find work in a month, I won't be able to support you living here." Or something along that line.