Middlebury like URichmond

I hear a lot of people get wait listed and get a letter that basically says they can attend if they can finance themselves at University of Richmond. Does Middlebury do the same?

That seems like a pretty unlikely scenario for Middlebury. Middlebury basically works from their waitlist to get their actual class size to the number they want based on their RD yield. http://www.middlebury.edu/admissions/apply/decisions/waitlist/waitlistfaq

Middlebury, in recent years (not this year), has also taken exactly zero students off the waitlist. So it’s hard to imagine this being the case.

Nope.