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I'm at work so i can't test this (and it's going to be driving me nuts all day!), but i think i may have thought up a workaround, Would this work?
The content & sidebar div are in a wrapper div. So the wrapper div will stretch to fit whichever is longer, the content or the sidebar right? So if i make a make an image the same width as the wrapper with a white box the same width as the content and a box the same color as the sidebar, set to tile vertically it would give the appearance of the sidebar scaling with the content...
Does that make sense? It works out in my head.... Sorry i'm sort of "talking" out loud here...
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