Hi popvm,
Attaching screenshots of Agent Configuration after a fresh logon and a logon after a reboot.
OK, so the agent configuration seems to be available in both cases.
Could you collect a ProcMon boot log? Launch ProcMon as admin, configure Options | Enable Boot Logging (no need to generate thread profiling events), restart the VM, have the user log back in, launch ProcMon as admin again, and let it save the collected trace in .PML format?