So I will never know the answer to this question- but I would love to know if his parents knew the admin staff or two degrees away (or if he, himself, did).
I don't find is coincidental that it ended up being close to his folks.
I would imagine a backstory something along the lines of "I've got this solid idea for fixing a big problem, let me reach out and find some partners" and of course he tells his parents. As things progress on (and perhaps tend to fizzle) he or his parents push a little harder on "coming back home" and working local. Don't get me wrong, there is absolutely nothing wrong, bad, etc etc here, I just bet something like this is how we got here.
As for sleeping in the conference room... well he's building tech to be used onsite- and I would expect a not insignificant amount of the types of medical issues he's working on providing this service for happen through the midnight hours and whether he chose to be on-site it shows real dedication to what he's trying to do, for sure.
As for the degree- you're not entirely wrong- it's pure conjecture without knowing more- but I don't think we can assume having a top name education doesn't help with funding, YC or not.
Edit: fixed complete miswording on my intention