You might try simply having two outline views: One of fixed height, pinned to the bottom of their superview, and the other of variable height, with its bottom immediately above the top of the first. The fixed-height outline view would contain those Logbook and Trash items, and the variable-height outline view would contain all the others.
The tricky part would be making this play nice with a scroll view, but I think you could do it. I imagine you'd put them both in a fully-resizable NSView and make that the scroll view's document view.
Peter Hosey
2009-08-25 12:01:59