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No idea. Since I said yes my experience didn't change. Could be a test of some sort.

I'm on the iOS beta so that might have something to do with it.

I'm on Android and I get this popup in Instagram every few months (I'm assuming because I decline every time), so I doubt it's iOS related

Have you maybe turned off the ability for apps to ask at all? I have.

The App showed a message asking if I would prefer targeted ads. It just asked me yesterday so there is hope for you!