His points aren't bad, but it seems like a great example of "perfect is the enemy of good." Let's Encrypt does an incredible amount of good by adding SSL to sites that wouldn't have had it otherwise.
- He sees it as a Trojan Horse, and fears for what will happen in the future
There are a few static sites I run where there is no exchange of information. I'm locked into ensuring certificates exist for these sites, even though there's nothing to protect (unless you count the ensuring the content is really from me as protecting something).
It does kind of suck that Let's Encrypt is entirely funded by donations from corporations like Google and Facebook. If they pulled support what would happen? Would 92% of websites we visit get downgraded to http?[1]
Also his point that it "supplants better solutions" is inarguably true. The 2010s had lots of conversations about certificate transparency and CA changes that just don't happen today because the existence of Let's Encrypt made it so easy to put a cert-signed website online.