Last May I identified a bug in Google Calendar Sync (Outlook):
Gordon's Tech: I know what's wrong with Google Calendar sync
... Google calendar sync engineers messed up recurring events that extend across a daylight savings time transition. Google keeps the absolute time the same for entire length of the recurring event, so the local time shifts on one or the other side of the DST transition...
Update: They're fine now. I think I was looking at it cross-eyed.
The problem has come up again for me, but only on selected calendars...
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