My main issue is that I can't find someone willing to sell me $VTI at $100/share. Is it possible that your standards of what you consider a woman "attractive enough to date" are too high, and so you are filtering out potential candidates that would be happy to be with you?
Four years seems like a really long time for someone actively looking to be in a relationship to stay single, and surgery with the objective of finding a partner seems wildly extreme (just my own opinion, I clearly do not know your circumstances).
I am the most average looking (if that) man on the planet, and really never had too much trouble dating, and I live in Silicon Valley where the statistics are not even in my favor. Certainly I never went after the prototypical "Instagram model" as that would have dramatically affected my chances, but by no means I am less happy.