Setting up LetsEnccrypt on IIS 6.x Windows Server 2003

Andrei - I’m behind ISA Server - each SSL has to have it’s own listener, it’s own ip address, so from what you’re saying (two certificates would be necessary), I’d have to use two ip addresses for each domain?

I thought I’d try the REE SSL Certificate Wizard to start and debug the process and then move on to the other techniques, but … would the technique the author of that site suggested here work on IIS6?

https://www.linkedin.com/pulse/lets-encrypt-part-1-issuing-installing-certificates-andrei-hawke

thanks!!