Before I go through the installation of an LE Cert on our website I am planning ahead to try and avoid problem during renewal so I don’t get a panic call at midnight and have to put out a fire when it’s time to renew the cert.
I need a trustworthy location to download and install a Windows version of OpenSSL. I found this site and wonder if anyone knows about it. Is it trustworthy? I don’t want to open myself to hackers/malware/viruses/etc.
Also, should I install the 32-bit version for any sort of compatibility issues or is the 64-bit version safe? I’m planning on using the win-simple client.
I’ve used the binaries at slproweb.com before without issues.
However, if you’re using IIS, I’d suggest looking at letsencrypt-win-simple, which includes IIS support and the ability to schedule automatic renewals.