pywikibot.org is owned by WMNL (@siebrand) and redirects to our site at https://pywikibot.toolforge.org/ (well it should, see T257536), but the domain doesn't have HTTPS. The previous task for setting up the domain was T106311: pywikipedia.org is not responding; pywikibot.org is not registered.
On IRC @bd808 said that the current set up of having the DNS have a CNAME to wikimedia.org isn't sufficient for Wikimedia's Acme-chief generate a Let's Encrypt certificate for it.
@Vgutierrez, @Krenair, what other alternatives/options do we have to get HTTPS working?