I don't know if this is an issue for SqueezePlay right now, yet it is one for iPeng:
It would be nice to indicate in the window fields whether a menu needs refreshing when control returns to it, that is, whether it's content can change by actions done elsewhere.

Rationale: iPeng does have more than a single window stack, this means you can do actions on a different one and return to a window so the state of that window could theoretically have changed in the meantime.

I believe this could also happen in Squeezeplay if context menus on the NowPlaying Playlist are being used.

This could also reduce load for "nextWindow => parent" actions since these also trigger a refresh.