Windows Server 2008 update error code 80244019

Tarek Barakat 3 1 Reputation point
2020-08-08T13:46:22.827+00:00

I am trying to update a new virtual Windows 2008 32 bit server. Every time I go to Windows update the new server with all Windows 2008 patches, I get the error "windows update error 80244019", any suggestion? It was working fine few weeks ago.

Windows for business | Windows Server | User experience | Other
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  1. Adam J. Marshall 10,281 Reputation points MVP
    2020-08-08T13:56:40.87+00:00

  2. Adam J. Marshall 10,281 Reputation points MVP
    2020-08-08T14:33:07.55+00:00

    What is TLS:

    https://www.cloudflare.com/en-ca/learning/ssl/transport-layer-security-tls/

    TLS1.2 is what you should be using. 1.0, 1.1 are deprecated, and 1.3 is not widely used.

    While you're at it, you'll want to update for SHA256 signing as SHA-1 is deprecated too

    https://support.microsoft.com/en-ca/help/4472027/2019-sha-2-code-signing-support-requirement-for-windows-and-wsus

    Old OS note: Windows Server 2008 and 2008 R2 are NO LONGER receiving security updates by Microsoft as they went out of support on January 14, 2020. You should be looking to update those systems, and not use 2008.

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  3. Anonymous
    2020-08-08T23:19:28.503+00:00

    I'd verify system and servicing health by running;
    sfc /scannow

    also system update readiness tool

    https://support.microsoft.com/en-us/kb/947821

    Then check for errors in;
    %SYSTEMROOT%\Logs\CBS\CheckSUR.log

    --please don't forget to Accept as answer if the reply is helpful--

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  4. The Network Company 116 Reputation points
    2020-08-12T03:15:46.237+00:00

    The TLS 1.2 patches fixed this error for me. Server 2008 was the Windows Vista equivalent. It's simply amazing that TLS 1.2 was even added to this EOL leftover.

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  5. Gonzalo H. Musicó 26 Reputation points
    2020-10-26T19:22:01.897+00:00

    I've tried evertything seen here but it didn't work on my Windows Server 2008 SP2. The issue is related with the deprecation of SHA1 cypher.

    To fix this issue i've installed KB4474419 (without WSUS and non joined domain pc). If you use WSUS KB4484071.

    More information: https://support.microsoft.com/en-us/help/4569557/windows-update-sha-1-based-endpoints-discontinued

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