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why did you canonicalize around the user's post that was submitted more _recently_?

It wasn't (see the smaller ID), but likely was boosted to give the story the same ranking, which changes the displayed timestamp.

You got it.

For more about the timestamp thing see https://news.ycombinator.com/item?id=11662380 and https://news.ycombinator.com/item?id=19774614. It does lead to occasional confusion, but we haven't figured out a better way to do it.