OK, it's solved now. Turns out NSToolbar does not like being on two windows at the same, in any way, and setting one window's toolbar to nil and adding the toolbar to a new window still causes those weird drawing errors as well. The solution, if anyone finds themselves grappling with this, is to simply create a new toolbar every time. Seems awfully wasteful to me, but I don't think they were designed to be used across multiple windows. And if you find you have to remove all the items from a toolbar, your best bet is probably to just replace it with a new empty toolbar. Without looking at the code, nobody will be able to tell that's what you did.

Anyways, thanks for all the advice.

-B
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