Yes, I am still using Windows 2008 SP2, silly me.
Anyway, I tried to activate Windows 2008 SP2 recently (August 2020) but failed with the following error message:
Not very useful, eh? Anyway, to fix this install SHA-2 code signing support update for Windows Server 2008 R2, Windows 7, and Windows Server 2008: September 23, 2019 (link). Essentially, download windows6.0-kb4474419-v4-x86_fd568cb47870cd8ed5ba10e1dd3c49061894030e.msu, install, reboot. Licensing should work after this.--------------------------- Error Details --------------------------- The following information was found for this error: Code: 0x80072F8F Description: A security error occurred --------------------------- OK ---------------------------
Note that this is also applicable to Windows Server 2008 R2 in which case you have to use windows6.1-kb4474419-v3-x64_b5614c6cea5cb4e198717789633dca16308ef79c.msu.
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