well, firstly you need to configure lilo properly. with linux as a master drive, and windows on a slave, your standard boot menu entry is:
other=/dev/hdb1
label=windows
table=/dev/hdb
map-drive=0x80
to=0x81
map-drive=0x81
to=0x80
this lies to windows and tells it it is the master drive when it isn't, and it all works perfectly. you don't seem to have considered that when the system is moved around things can easily not work. lilo can't just guess were windows is.
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