So I found this advice online for updating certs without having to worry about 
trusting expired old certs.

1. Visit https://letsencrypt.org/certs/isrgrootx1.pem to download the 
certificate, and save it in the Documents folder.

2. Open Terminal, paste this command, and press enter:

sudo security -v add-trusted-cert -d -r trustRoot -k 
"/Library/Keychains/System.keychain" ~/Documents/isrgrootx1.pem

This eliminates the need for marking the expired DST root as special-case 
trusted.

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