The on this day content is only being added to the feed on the first day after update. It should appear each day below the Picture of the Day, unless no events are available on that day for the users primary language.
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I'm unable to repro this. I see On this day cards for every day in the past week. However, the sort order is not as you describe, it's below the random card for each day.
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Yeah, the ordering is fine. Its working on my iPad, but I still only have the initial day after updating on my phone (as in the last few days "on this day" are not present. Maybe just a weird artifact of migration/updating via internal builds.
Okay to park this in Blocked for now, unless we can repro with newer builds.