WoT doesn't work anywhere. I know it's a popular idea but it doesn't work, period, end of story.
Problem: the PGP web of trust is tiny and has fewer than 4 million keys published to the SKS key pool, EVER. That's pathetic. But of those keys, many are not really connected to the WoT at all. The strong set is only 50k keys. The WoT is a failure, numerically. For comparison: "Yo", an app created as an April fools joke which only lets you send the word "yo" to other users, managed to get 3 million users. The WoT's entire existence has been matched by an April fools.
Problem: the PGP web of trust converts everyone you trust a CA. Unlike real CAs that protect their keys with hardware security modules, are audited, etc, PGP users routinely do things like carrying their private keys through airports on general purpose laptops onto which they install whatever the latest cool toy is. If any of the users you trust are compromised, the entire WoT can be faked through them and your client will accept it. Sure, if you're some kind of crypto guru you can maybe detect this. But most people aren't.
Problem: the "web of trust" is misleadingly named. The graph edges in it are not indicative of social trust. They are in fact reflecting a trust that is more like, "I trust you to protect your private key and do accurate ID verification" which has nothing to do with the more ordinary, human, every day use of the word trust. In your post you mix up these very different kinds of trust, and this is a very frequent but fundamental error. Protecting private keys and doing accurate ID verification are difficult, skilled tasks, whereas what being trustworthy usually means simply requires loyalty.
Problem: the primary criticism of the CA system is that CA's could be coerced by governments via legal means. However the same is true for people in the web of trust - any of those people can be served with a a court order forcing them to sign the governments key.
Problem: the WoT leaks the entire social graph to the entire public. In this day and age, that's unacceptable.
Problem: the WoT has fake keys uploaded to it and there's nothing anyone can do about it. This isn't theoretical, it has happened and routinely fools large numbers of people.
In short, after many years I've come to the conclusion that the web of trust has no redeeming qualities at all. It was a neat sounding idea, it was tried, it has failed. It should be taken out the back and quietly shot, so it can't mislead any more people into thinking it's a good idea.