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I'm using the "upgrade operating system task sequence", using the full media for 1903 x64 Semi Annual Channel (formerly CBB I believe). My attempt is to go from 1607 LTSB to 1903 CBB. I have an OSDSetupAdditionalUpgradeOptions specified, as the entry for Product Key didn't seem to put the "/pkey" into the command line. From smsts.log on a box that was affected, this is the resulting command it is running. Shortly after it fails with the "unknown error 0x80004005", I check setupact.log and setuperr.log and it shows the the following errors: One thing that sticks out is "Selected install choice is not available". ![LOG[Command line of Windows Setup upgrade: '"C:\_SMSTaskSequence\Packages\LIB001F8\SETUP.EXE" /ImageIndex 3 /auto Upgrade /quiet /noreboot /postoobe "C:\Windows\SMSTSPostUpgrade\SetupComplete.cmd" /postrollback "C:\Windows\SMSTSPostUpgrade\SetupRollback.cmd" /DynamicUpdate Disable /compat IgnoreWarning /pkey NPPR9-FWDCX-D2C8J-H872K-2YT43']LOG]! If I manually run setup.exe /pkey NPPR9-FWDCX-D2C8J-H872K-2YT43 from the mounted ISO, it upgrades from 1607 LTSB to 1903 CBB just fine. Any suggestions?