Alas and alack, I read that we just can't do Balloons for Menus on Windows. Per the post here PerlMonks Friar lamprecht says, "Windows is special in that events over Menu windows are not passed to Tk so Balloon will not work here."

In reply to Re^3: Tk::Balloon and unclunky menus. by aplonis
in thread Tk::Balloon and unclunky menus. by aplonis

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