DS 6.9SP6 - Imaging with USB boot disk?

I created a USB boot disk using boot disk creator and I'm booting a machine into the automation partition using it. 

When I schedule a "Distribute Image" job for the machine and boot it using the USB stick, the machine immediately reboots once it receives the waiting job and returns "Error -99 during imaging process." I've tried what's listed in this KB, but it did not help. 

If I try running any other job, it also fails returning "Error 1 during script execution." 

These jobs work fine if I manually enter the commands in the cmd window of Automation. They only fail when I try scheduling a job for them.