We just started to push out 5.05 and have the same issues. If we push it from ePO it will fail, but if we download the frame package and install locally it's fine. The push from epo fails instantly, and nothing is logged on the endpoint. The log message in epo just shows expired after 10 seconds...
We're still pushing out 5.04 and it doesn't even work with a frame package over there. Nothing starts on the laptop, no process no nothing.
Winver of the laptop in question;
First time we're having such problems
Try this change in group policy:
Computer Management -> System -> Internet Communication Management -> Internet Communication settings -> Turn off Automatic Root Certificates Update
Set to disabled. Had similar issues pushing McAfee Agent and VSE installs/patches to systems until someone from McAfee recommended this to me. Made this change and it fixed everything.
If you don't have the root certificates none of the new products will update through deployment. It's been a requirement for about a year now. You have to either update your root stores with the certificates or disable the GPO mentioned above if it's enabled. The DoD STIGs used to require that be set but when it became a requirement for HBSS they changed their stance on that setting.