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The menu bar is in the way so I can't pull one of my windows there. I had to move the bar up to that monitor as well so it wouldn't be in the way.

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Are you talking about the menu bar at the top of the screen? – bneely Dec 12 '11 at 8:43
@bneely Yes I am. – Kit Sunde Dec 12 '11 at 9:04

I've just tried this in Snow Leopard (10.6.8) without issues...

Menu bar on bottom (primary) screen, secondary screen above and dragging windows between the two is no problem.

To do this, I've used the following configuration under Displays in System Preferences:

Dual display setup

Check that your settings match and let us know how you get on.

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I'm using lion, sorry. – Kit Sunde Dec 12 '11 at 9:30
its the same configuration in Lion. – Graeme Hutchison Dec 12 '11 at 9:36

Maybe a bit tricky, I use Moom and set a keyboard shortcut to move windows between screens which like win key + shift + (left or right) on windows.

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