On: Chrome’s address bar will use https:// by default

[tomcooks]

I wish there was a way to automate wildcard certs, at the moment I'm building a python script that logins to my domain registrar's panel and updates DNS records

[0xCMP → tomcooks]

let's encrypt supports wildcard certificates: https://community.letsencrypt.org/t/acme-v2-and-wildcard-cer...

[Macha → 0xCMP]

If your domain provider's API sucks, or doesn't exist, or requires generating a password/key with more permissions than you're willing to give a script, look at acme-dns [1] and delegated DNS challenges:

https://github.com/joohoi/acme-dns