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This could be a cool idea, and maybe one of the templates already do this...
When using the main content area, and then using a sidebar to the right of it, fix it so that if a user wanted to, the sidebar would only occupy enough vertical space to accomodate the modules in it, and then it would collapse vertically so that the main content area would then extend under the sidebar. Maybe even be able to set the margin at the bottom of the sidebar, so that we could run the main content up close to the bottom of the sidebar.