On two of ‘my’ Windows Server 2008 r2, I had an update (KB2992611) that failed with the following error code: 0x80244019
In my investigations, I found the following procedure to fix the problem (in both cases).
Open an Administrative Command Prompt.
As a first step you have to stop Shadow Copy & Windows Update services, by the the following commands:
net stop wuauserv net stop bits
Then delete any content of the following system folder:
The type the following commands:
net start bits net start wuauserv gpupdate /force wuauclt /resetauthorization /detectnow wuauclt /reportnow
Once ready, restart Windows Update again, and this time the update should be installed without any problem.