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It's kind of funny because Google really only controls the network of sites their ad spaces are on, the content of the ad you get is controlled by the advertiser or 3rd party ad tech provider.

The retargeting ads you speak of (Criteo runs a lot of them) is generated automatically via these 3rd party ad platforms cookie combined with an API into the advertiser's store feed (product photo, description, price, etc.) They get a stream of SKUs that you've looked at and try to get you to pull the trigger.

There's nothing to prevent the store from also associating items you've already bought so you don't get shown something that's irrelevant. My best guess is that it's just easier to not do that.

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