Apparently there can be wireless sync connection problems with the new generation of Zune players. To help figure out the problem, Microsoft offers the Zune Device Sync Diagnostic Tool.
After running the diagnostic tool and connecting the Zune, it should display error messages if any occur that are supposed to help you solve the problem.
Download the Zune diagnostic tool at the site. Via Information Week.
The best-selling Zune is still the old 30GB model, because of the aggressive low pricing this Holiday season.
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