Hi, I think the IIS support effort that&#x27;s furthest along is described at <a href="https:&#x2F;&#x2F;community.letsencrypt.org&#x2F;t&#x2F;how-letsencrypt-work-for-windows-iis&#x2F;2106" rel="nofollow">https:&#x2F;&#x2F;community.letsencrypt.org&#x2F;t&#x2F;how-letsencrypt-work-for...</a> ; maybe that will be useful for you if you want to try Let&#x27;s Encrypt on your IIS system.<p>We&#x27;ve had hundreds of people remark that they found Let&#x27;s Encrypt faster and easier to use than other CA offerings (though most of those people were using Apache on Debian-based systems), so I think we are getting somewhere. But we definitely hope that upstream web server projects and hosting environments will integrate ACME clients of their own, like Caddy has done, so that eventually most people won&#x27;t need to run an external client at all and won&#x27;t have to worry about compatibility or integration problems.