There is some magic that Opensim on USB stick (sim-on-a-stick) never worked for me, even if i did the package ond the harddisk….(?). I could have a deeper look into it but as it is just for windows ist useless for me. So some “dirty” solusion is to use Virtualbox (MacOSX/Windows/Linux). It works verry well, setting ubuntu and when the virtual server is booting the /opensim/bin/OpenSim.exe is started in /etc/rc.locale and with Imprudence i connect to this virtual linux on my local computer.
Some other test where made to have a Linux Boots CD where opensim server starts and Gnome desktop environment which fires up Imprudance paralell, for now as a Proof of Concept.