Successful Connections Require Secure Remote Web Access Setup!
Posted by Mike 
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Last updated: May 26, 2020 4
Remote Web Access (Anywhere Access) must be properly configured with a domain name (e.g. YourDomainPrefix.remotewebaccess.com or YourDomainPrefix.YourCustomDomain.com), and a trusted SSL certificate must be associated with the domain name, in order to successfully use Work Folders. If it is determined that Remote Web Access has not been turned on and properly configured when enabling Work Folders, then you will be prompted to do so before you can continue.
NOTES:
It is highly recommended that you use a Microsoft personalized domain name (e.g. YourDomainPrefix.remotewebaccess.com) seeing as the domain name, the dynamic DNS update service, and the trusted SSL certificate are all automatically set up and managed for you completely free of any charge or hassle. See the following links for instructions on how to set up a Microsoft personalized domain name on your Essentials server:
Configuring and Customizing Remote Web Access on Windows Server 2012 R2 Essentials
Understand Microsoft personalized domain names
If however, you would rather manually set up your own custom / vanity domain name (e.g. YourDomainPrefix.YourCustomDomain.com), then see the following link for step-by-step instructions:
How To Manually Set Up A Custom / Vanity Domain Name In Essentials
INFO: If you need help setting up (or manually configuring) your network router for use with Anywhere Access / Remote Web Access (or if you are receiving errors about access to your router being blocked, etc.) see: Windows Server 2012 Essentials: Router Setup and/or Troubleshoot Remote Web Access connectivity in Windows Server Essentials
INFO: Additionally, if you are using an advanced network setup or using a non-Microsoft firewall, you may need to open additional ports on the firewall. See: Troubleshoot your firewall in Windows Server Essentials