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Other Thoughts: Confirmed with Startech customer support that there is no support for XP, after a lot of back-and-forth. They are aware that they don't list system requirements, and do not want to change. They claim it is an issue with XP, yet other adapter brands are some how able to manage.
For what it's worth, the drivers included with the box work better on XP than the ones on the website. However, you'll have to restart your computer every time you unlock it or bring it back from a sleeping state, in order to get your 2nd monitor back.