I find it strange he didn't mention selling something as a possible way to make money. Free web content that you can buy in other forms (ebook, paper book) or buy extras for (videos, email support, courses) seems like a pretty common model these days. In the board and card game world, you've got games where you can download a PDF board or PDF cards but if you want a professionally produced version, you can buy it. In…
A missing element is that often someone who has a copy of the content has a choice between buying another copy for someone else to read or loaning their own copy (book lending). If the marginal cost of buying a new copy is less than the overhead involved with lending another copy (often beneath impulse buy price) someone is MUCH more likely to buy a copy as a gift. Think about how much someone is willing to pay for a newspaper. I think 0.25 USD or less would be the natural price per copy. Copies should NOT have DRM. Just price them inexpensively enough that people don't feel a need to share it for free.