I'm not quite sure of the ultimate difference between creative sharpening and output sharpening.
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Then you might read [a href=\"http://www.creativepro.com/article/out-of-gamut-thoughts-on-a-sharpening-workflow]http://www.creativepro.com/article/out-of-...pening-workflow[/url] (if not already).
Doing twice the same step is a bit like applying twice a color profile : not that good...
My 2c's for your second test : didn't you apply anything like local contrast enhancing in PS? That could explain the oversharpened look, which shouldn't be that obvious overwise (I often prefer low to medium, depending on the content, but wouldn't call it way over the top).
Btw, what's your image resolution? If you see jaggies, it may be simply too low (below 150dpi?).