He's making low value content/the culture of the company is horrible/he's a fraud/it's more luck than skill. The actual critiques are personalized to the content and, to one extent or another, valid, but the social purpose of the critiques is universal which is that I felt uncomfortable that reading this might mean I have to re-evaluate my worldview and I'm going to dive into the comment section and upvote all the people telling me actually, I don't have to do that.
I actually spent over an hour writing 750+ words of my takeaways reading this document and shared it privately with a few founder friends of mine and I briefly considered also posting to share with the community but I took a look at the comments and took a look at what I wrote and decided I didn't have the energy to face the endless onslaught of nitpicks and misunderstandings that are driven, at the end of the day, not by a genuine intellectual desire to reach an understanding, but by the need to prove emotionally that others are not taking this seriously so I don't have to either.
All I can do is be vague and say I think this was an enormously valuable piece of writing that is worth engaging seriously for what it is as it might change your worldview in several important ways.
But also my larger meta-point is that there's a now near ubiquitous "sour grapes" attitude that's pervaded HN that makes it an extremely unpleasant place to hold a conversation and people reading should be aware of this systematic bias when reading comments here.
Then on the first page of the "silly little book," where I already have the question: "why should I read this? Why would an employee spend time reading this?" Immediately he addresses that: "if you read this book and pass a quiz I’ll give you $1,000." And if you've seen MrBeast videos, it's not inconceivable that everyone who's read the manual has actually received $1,000.
Corporate leaders would do well to learn from just this. What are you saying in the all-hands meeting that takes 1,000 SWE-hours that's actually worth that much? What value does your employee handbook/documentation provide (in my experience, a lot of documentation provides negative value by virtue of being so out-of-date, confusing, or just wrong).
Jimmy has probably done the math (in a intuitive sense; I don't think he has strong math skills), and it's worth the employee-hours for him to pay them $1,000 to read this PDF to avoid having them waste time or make mistakes they've already made. It's probably worth a lot more than $1,000.
The fact that you made it to his company is enough incentive for you to go through the onboarding document.