I am looking into how we may utilise LetsEncrypt and I have successfully created Certs for HAProxy on PFSense and Windows IIS via Certify the Web and used wilcard certs with DNS validation through Cloudlfare API. I was very happy with the experience and applaud LetsEncrypt and the community for how well this has been implemented.
My question is that on each site I have one PFSense and the ACME client created an account with LetEncrypt wildcard cert. I have maybe 3-4 IIS Servers which I will use Certify the Web to get wildcard certs and it didn’t give me the option to use the same account so a new account was created for each IIS Server, these were all from the same Public IP and worked fine.
I have 40 other sites that I would like to do the same from all with separate Public IP’s is this the best way to do it? Should I have separate accounts per server all with the same email address?
Any advice would be great on how to structure this?