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This is useful, I suppose. However, I think the simpler solution would have to be using a container layer, and then having a background image for the columns. That way, you can repeat it for dynamic height for both columns, but still have equal length columns due to your container layer’s height taking precedent in all cases. As @Henaway said, having a scrollbar in your sidebar doesn’t always work (although I would argue that it never really does).
Just my two cents. :) Great writeup, though! Thanks for taking the time out to do it!