QT Designer Stylesheet Text shadow / outline
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I'm not completely sure you can do shadow with stylesheets alone as Qt doesn't support CSS3 as far as I know (would be awesome if it did). Have you checked QGraphicsEffect and QGraphicsDropShadowEffect for the label.
I've never tried it myself but I think you would need two drop shadow effects, one without blur for the outline and then the shadow.
If there's a more straightforward way hopefully someone will come along.