I have the updating of letsencrypt running on my system.
      SurgeMail Version 7.3d-5, Built Jun 14 2017 10:03:17,
        Platform Windows (Surgeweb Enabled)
      When logging on the the server, sometime I have the following
        message in a Cmd window
      
        The global logger has been configured
        Let's Encrypt (Simple Windows ACME Client)
        Renewal Period: 60
        Certificate Store: WebHosting
        
        Config Folder:
          C:\Users\Administrator\AppData\Roaming\letsencrypt-win-simple\htt
        psacme-v01.api.letsencrypt.org
        Certificate Folder:
          C:\Users\Administrator\AppData\Roaming\letsencrypt-win-simpl
        e\httpsacme-v01.api.letsencrypt.org
        Loading Signer from
          C:\Users\Administrator\AppData\Roaming\letsencrypt-win-simpl
        e\httpsacme-v01.api.letsencrypt.org\Signer
        Error WebException {Status=Timeout, Response=null,
          Message="The operation has ti
        med out", Data=[], InnerException=null,
          TargetSite=System.Net.WebResponse GetRes
        ponse(), StackTrace="   at
          System.Net.HttpWebRequest.GetResponse()
           at ACMESharp.AcmeClient.RequestHttpGet(Uri uri)
           at ACMESharp.AcmeClient.Init()
           at LetsEncrypt.ACME.Simple.Program.Main(String[] args)",
          HelpLink=null, Sourc
        e="System", HResult=-2146233079}
        Press enter to continue.
        Here I press Enter
        
        Would you like to start again? (y/n)
        Here I press y, and the
            update completes
        Loading Signer from
          C:\Users\Administrator\AppData\Roaming\letsencrypt-win-simpl
        e\httpsacme-v01.api.letsencrypt.org\Signer
        Getting AcmeServerDirectory