I'd be very interested in the specifics of how and why late stage investing is so different that the success of YC in early stages doesn't translate.
Id guess that YC has a much greater competitive moat in the former. It's much "easier" to do late stage investing - a few big transactions instead of many many small ones, and everyone's working with the same information. Very few places have the infrastructure to deal with large volumes of start-ups + a lead flow of small companies trying to join YC, so there's no acquisition costs. Add to that, YC's experience with…
Everyone here knows YC is one place. What else have you got? Anyone got a list? How do you find out about the people involved, like on a scale of x to y how shonky are they? etc.
I would guess taking over the slashdot space with some incremental improvement to that formula has created one hell of a pipeline that competitors struggle to match. Hence paying @dang full time here and whatever other costs there are associated.