Let’s Encrypt Certificates and Remote Desktop Services

Background With the potential of SSL certificates in Chrome being considered expired after 90 days and the inevitable downtime from not renewing a certificate in time, its time to get serious about automating the renewal and installation of certificates on all platforms. This process is well honed for popular webservers but other applications require custom solutions. Microsoft Remote Desktop Services relies heavily on trusted SSL certificates to function properly. I’ve worked on two methods of…

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