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I tried a bunch of old screenshots and always got error. Is the demo broken or is this not always possible to recover?

I've found that these conditions are needed on my Pixel 5:

1. Using the cropping tool given when taking the screenshot (using the Markup tool in any other way does not work for me)

2. You have to crop at least 2 sides

Also, I'm not able to recover the rest of the image once it is put through Discord.

I was not able to replicate with a 7 pro.

Did you install the update from yesterday? It contains the fix so if you installed it, you won't be able to replicate anymore. Try finding old screenshots which meet the requirements.

The latter. (although the former is also plausible)

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