The site is really fun: at the bottom you can change the body text from Valkyrie to Equity, Concourse, etc. (these are all fonts that he made).
His books are made with a Racket-based publishing system called Pollen. I've used it a little bit and it's nice: it's incredibly flexible, so you have to do a lot of work to get what you want out of it, but it also doesn't confine you.
He's made some gorgeous typefaces: https://mbtype.com/ His license is far and away the most permissive non-OFL license I've encountered: buy the font once for the lowest price I've seen in a professional font, and then you can use it pretty much everywhere indefinitely. So nice.
I use two of his typefaces (Valkyrie, similar to Palatino, and Hermes Maia, a sans-serif based off of a German typeface) on my blog so you can see it in action: https://lambdaland.org/
https://archive.org/details/gri_33125007673623
As someone who is not a design snob (I tend to fall into the ontology snob bucket) the bit I liked is the way the types were categorized, there is the roman style and the egyptian style. And while roman was obvious "Ah yes like times new roman" egyptian was not familiar to me. Easy enough to figure out that it is what today we call sans-serif but I wonder when the term fell out of use?
My personal bias aside, in terms of a typeface itself, it's ok, but it feels like there have always been a number of alternatives that are stylistically better or more readable.
But as with anything in type, it just depends on what personality/style you're wanting to convey with it.
It starts with the origins of TNR. Then it basically says it's a decent font with no significant problems. Then it talks about how it's popular because it's the default.
Then in the last paragraph it takes a hard stance that you should not use TNR unless required. It even implores the reader with a bold "please stop". It makes no arguments to support this stance and offers no alternatives.
I read HN articles about some company being shaken down for using an unlicensed font on their website, draconic font licensing agreements, paying per page impression for fonts. And I do not understand why anyone would even bother specifying a non-standard font that requires a license and payment for their website. None of your customers are going to care one bit either way. Except perhaps for the 0.000001% of the population that care about fonts. But even those, are they going to say "I'm not going to order my RAM from you, because you have a bad font on your site?" That seems unlikely. If using some non-free font costs even $1, or takes even 1 minute of your time, it's already a losing proposition.
What's even more strange is reading strong opinions on how great Helvetica is, or how terrible Arial is ("Microsoft bad", I know.) They're the same thing! I guess I'm too dumb to notice the subtle notes of citrus and leather in the kerning, the sublime genius of the hinting.
It captures the beauty of old style and transitional types like Garamond and Baskerville, without demanding the aristocratic luxury of space that these older fonts demanded, and without their stylistic pretensions. It's compact and has a high x-height. It's everyday; it doesn't connote literary snobbishness or state authority; it's the font of presses and shares its dignity with the everyday people who use it.
This excerpt's thesis seems to be that using a common font shows you don't care about your typography. This is true to some extent, but you can show you care while still making the excellent choice of Times by, e.g., using optical variants for titles, footnotes, and call numbers, and for God's sake turning on the fi ligature in Microsoft Word.
Mr. Butterick's fonts are also beautiful, but there's no need to shit on Times New Roman to sell them.
Shame the author doesn't know rhe difference between typeface and font.