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Single Client Cannot Conact WSUS with 0x80072f8f

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I have a single Server 2008 R2 server that cannot contact WSUS.

2017-01-13    12:12:29:871     980    3df0    Misc    WARNING: Send failed with hr = 80072f8f.
2017-01-13    12:12:29:871     980    3df0    Misc    WARNING: SendRequest failed with hr = 80072f8f. Proxy List used: <(null)> Bypass List used : <(null)> Auth Schemes used : <>
2017-01-13    12:12:29:871     980    3df0    Misc    WARNING: WinHttp: SendRequestUsingProxy failed for <https://WSUS-SERVER:8531/selfupdate/wuident.cab>. error 0x80072f8f
2017-01-13    12:12:29:871     980    3df0    Misc    WARNING: WinHttp: SendRequestToServerForFileInformation MakeRequest failed. error 0x80072f8f
2017-01-13    12:12:29:871     980    3df0    Misc    WARNING: WinHttp: SendRequestToServerForFileInformation failed with 0x80072f8f
2017-01-13    12:12:29:871     980    3df0    Misc    WARNING: WinHttp: ShouldFileBeDownloaded failed with 0x80072f8f
2017-01-13    12:12:29:871     980    3df0    Misc    WARNING: Library download error. Error 0x80072f8f. Will retry. RetryCounter:0
2017-01-13    12:12:29:902     980    3df0    Misc    WARNING: Send failed with hr = 80072f8f.

The clocks are synced correctly, device has the same group policy for Windows Updates as the other 700 workstations on the network. but it cannot connect to my SSL secured WSUS server. Connecting directly to the SelfUpdate URL via IE11 gives:

This page can’t be displayed

Turn on TLS 1.0, TLS 1.1, and TLS 1.2 in Advanced settings and try connecting tohttps://WSUS-SERVER:8531 again. If this error persists, it is possible that this site uses an unsupported protocol or cipher suite such as RC4(link for the details), which is not considered secure. Please contact your site administrator.

There are no proxies configured:

Current WinHTTP proxy settings:

    Direct access (no proxy server).

I also cannot access the SelfUpdate URL via Firefox:
Secure Connection Failed

The connection to the server was reset while the page was loading.

    The page you are trying to view cannot be shown because the authenticity of the received data could not be verified.
    Please contact the website owners to inform them of this problem.

Or Chrome:

This site can’t be reached

The web page at https://WSUS-SERVER/SelfUpdate might be temporarily down or it may have moved permanently to a new web address.

ERR_CONNECTION_ABORTED



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