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This seemed to be a difference between Wix3 and Wix4 in how it handles the Language attribute defined on the Package element in our MSI.
Wix4 appears to use this value in the Language column of the Upgrade table in the resulting msi. Previously, it seems like Wix3 left this column blank.
Thus the new Wix4 msi wasn't recognizing the previous Wix3 msi as a related product due to the language code mismatch.
Removing the explicit language code from our new Wix4-generated msi caused the upgrades to start working again as expected.

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Answer selected by lukeskrz
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