In the late 90s there was a website called fuckedcompany which was a place where people could spill the beans about startups (mainly in silicon valley). It was anonymous and a pretty good view into the real state of tech. Now there is twitter/x but it's not as focused on this niche.
The closest sites I've found are Web3 is Going Just Great and Pivot to AI, which are newsfeeds of various car crashes in their respective hype arenas, although without any insider scoops/gossip.
fuckedcompany was awesome but very much a product of the early stages of the .com bubble poppage
I kind of expect we might see something similar if the AI bubble pops
I wonder who owns the domain now
creator now makes wild, bespoke headphones https://www.reddit.com/user/pudjam667/submitted/