I'm always surprised people just seem to discount timing.
The mid/late 00s came with the rise of "Web 2.0" and mobile that was a gigantic technological shakeup, and YC was definitely in "the right place at the right time", and their Web 1.0 pedigree and expertise transitioned perfectly to these new technologies. Importantly, these technologies required relatively little capital for new startups because all the infrastructure in terms on the Internet, GPS, mobile, etc. had already been built.
I'd just argue that in the past 10 years there simply hasn't been nearly the "greenfield" tech landscape that existed in the mid 00s. AI obviously has been a tech sea change, but so far the contours of that change just look much harder to monetize. The frontier models are becoming more and more commoditized, and everyone else is just trying to figure out how not to get shoehorned as "just an OpenAI/Anthropic wrapper". Looks like there may be some winners that are really putting all pieces together in an attractive package (Cursor and Glean come to mind), and it's fair to wonder why YC doesn't have one of these "AI app winners" (and maybe they do, or will, I don't know), but in general, I think there is just nothing like the opportunity there was in the late 00s/early 10s to gobble up a big part of the new tech landscape.
The mid/late 00s came with the rise of "Web 2.0" and mobile that was a gigantic technological shakeup, and YC was definitely in "the right place at the right time", and their Web 1.0 pedigree and expertise transitioned perfectly to these new technologies. Importantly, these technologies required relatively little capital for new startups because all the infrastructure in terms on the Internet, GPS, mobile, etc. had already been built.
I'd just argue that in the past 10 years there simply hasn't been nearly the "greenfield" tech landscape that existed in the mid 00s. AI obviously has been a tech sea change, but so far the contours of that change just look much harder to monetize. The frontier models are becoming more and more commoditized, and everyone else is just trying to figure out how not to get shoehorned as "just an OpenAI/Anthropic wrapper". Looks like there may be some winners that are really putting all pieces together in an attractive package (Cursor and Glean come to mind), and it's fair to wonder why YC doesn't have one of these "AI app winners" (and maybe they do, or will, I don't know), but in general, I think there is just nothing like the opportunity there was in the late 00s/early 10s to gobble up a big part of the new tech landscape.