Earlier quoted context omitted.
Why do you need access to so much money that you can't get it in Pittsburgh or remotely? Seems like an insanely cheap place to bootstrap. Get to break even far faster, etc... If you're living in Manhattan now, you could reduce costs by over 75% by moving back and put it into the next venture instead. Plus, the kids get the dog and a yard.
The problem is you'll be putting out a 5 persons team, hope you don't get a Silicon Valley competitor who hires a 50 persons teams and spends ad money with their VC funding.
But here's what's hilariously ironic for OP: After achieving that mystical billionaire status, what would he likely end up doing?
Serious chance he buys a plot of land outside of Pittsburgh with a dog and yard for his kids and now grandkids. All things he can already afford to do right now!!
Call me old fashioned, but I just don't get the point of that exercise.