Does anyone have any idea on how much Learning Cloud Support Pass cost in NA and if it has plenty of resources to learn from? I'm trying to convince my boss to get it so just wanted to get some idea

I think the basic single user license now comes with the basic SuiteSuccess package.

I think the list price is ~$10k, but typically you get your discount applied at the very least. Often you can haggle a free one into your license renewal as well.

There's also two other LCS Passes that are slightly more expensive but have way more capacity than just a single user

You should get one with your licence .. they have just come out with a new package as well for enterprise wise licences for under 10k (ish).. basically the same price as 2, your whole business can have logins.