Hi guys, i’m after some advice and what route i need to go down.
we have 2 domain names pointed to a Windows 2008 R2 IIS server (server is our own and hosted internally).
i have admin access to the server to make IIS config changes etc.
the server has a single public IP address.
both domains are currently in HTTP mode only (ie no HTTPS), with IP binding set to “all assigned”.
we are wanting to get both on HTTPS via Lets Encrpyt is possible.
so in total IIS would have around 5-10 “sites” set up across the two domain names.
so i guess the first question is, is it possible to use Lets Encrypt for this?
i believe we would need to go down the SAN or UCC certificate route? is that the correct assumption?
i have also read that it’s possible to use wildcard certificates, but you need to use a DNS service for that to work?
so i’m basically looking to be pointed in the right direction to get the best solution.
on a test server i was able to successfully use “Certify The Web” tool for a single domain setup in IIS.
whether that would also work for the mutiple domain server i am not sure.