I set up a ISCSI drive with CHAP and checked "automatically restore this connection when the system boots". The drive was mapped as Drive E: (Dynamic).
Shut down and reboot.
On reboot MS iSCSI can see the drive and restores the connection ... however I have to go into Disk Manager and "reactivate the drive".
No very persistent from my way of thinking.
OS = Windows XP, SP2, MS ISCSI 2.6.
Open-e DSS-Lite.