Things like 0->1->n Do things that don't scale Andreesen Horowitz bit on 'The Good Ideas That Seem Bad' Paul G's essays.
They all have nice little nuggets of wisdom, but what the almost always lack are good examples and concrete evidence.
Funny that many HN comments are better researched than a lot of these 'Deep Thoughts'.
Since these guys have access to startup data like nobody else, golly, wouldn't it be nice to see examples and break-downs?
i.e. here's 1000 YC startups, and how they categorise in terms of 'hard/simple' problems. Here's their trajectory. Here's some mitigating factors etc..
The reason I write this is because of my flinch on this note from Sam. He's worth listening to, absolutely, but that doesn't mean we can't disagree.
The problem with his thesis is that YC makes all their money from very regular businesses.
There is no 'magic' to Stripe. It's a really great product that did mostly what previous products did, with a much cleaner API that devs loved. This is not koolaid/AI kind of stuff. For pragmatically minded people, yes, it does seem like it could 'really help change the world', but really ... it's not sexy.
AirBnB because it's more consumer, yes, I can see some koolaid about 'sharing' etc. but again I don't think it's in the category of 'tough problems'.
DoorDash, Instacart, Dropbox, Faire, Brex, Flexport, Checkr, Mixpanel.
So many of the big YC companies are solving regular kinds of business problems, in big market places.
The 'heady' startup would be 'Cruise' but that was an odd man out for a few reasons.
All the things it would seem to me that Engineers would really like to solve are not quite on that top list. The 'coolest tech' YC startups aren't really the big hits.