Since the beta on October 16, the date is no longer automatically updated after midnight. In the Watchface "Infograph" I always get the date from the previous day. If I restart the clock, the date will be displayed correctly.
Wrong date on the clock
If you swipe to another watch face that rolls the date forward, and swipe back, it is updated.
That's kind of a lame workaround. What regression did the October 16 beta introduce? I'm having the same problem across 9 different time zones.