[Jersey Mike]

That really doesn't look too bad. Do you feel confident taking the rear bumper cover and impact foam off? Ypu should really do so, and pull that small piece of carpet off too.
You guys could probably get in that trunk and push it out just enough to get the latches to hook, so he can ditch the bungee cord. A $20 car cover from Walmart and a tarp could long way in helping him get through the rainy nights until he's saved enough.

Disclaimer: These aren't means or methods I'd suggest if the car was in otherwise great condition. Given his age, the fact that he didn't have insurance/can't handle the deductible, has a GoFundMe set up for this, I'm reasoning that he having a professional body guy shape, paint, and seal it is out of the question right now, and that the car itself probably isn't worth much to begin with--Hence the "BandAid Fix" suggestions. If I'm wrong, then obviously follow the proper avenues and get her repaired right.

Btw, did he get a quote for $2,000 or is that a personal assumption?