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AWS

Install Free SSL on AWS EC2 (Windows AMI)

That’s how I did it, but the process may be different for you. I had a scanerio where our main domain (example.com) was

I have a hostgator hosting, and a domain from PKNIC, I add A record for app.example.com with the Elastic IP of AWS EC2.

Created the Let’s Encrypt certificate from hostgator panel. Downloaded it in .pem file. and used this SSL Converter to convert .pem into .pfx

Then in IIS, imported the certificate from Server Certificate Menu of IIS.

After that, go to my website, edit the binding and select the certificate I imported for HTTPS protocol. and that’s it.

P.S Hook me up with any questions you have, as I didn’t have time to write a long and well explanatory post.