AV will develop signatures for pcwebspy just like they did for BO,
netbus and every other backdoor that receives enough attention to get
on their radar. 1) This would be a useful app to have during a pentest
and the fact that it runs a web server might help in getting it
through the firewall (if the firewall allows http). Policy against
unaproved apps? When has that stopped anyone? After rooting a system
it might be useful to use this program to gather more information, the
fact it does screen shots helps with documentation and going over port
80 should make it possible to get through. It's possible you might
guess the frontpage upload password and drop this in a folder that
gets run. Or a sql injection to grab pcwebspy and run that ... If
there are av signatures for it then it would need to be modified to
avoid av. While that is doable I don't know how easy it would be or
how much testing would be required. Really wouldn't you need to run
it across all the possible av vendors to be sure you didn't miss
anything? You'd probably only get one chance.