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I should add that in my case the before thumbnail before you send actually reflected the uncropped image which picked my curiosity.
 
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I sent this in for feedback. I took a screenshot, immediately edited (when it’s the small image on the bottom left), cropped, then saved. I don’t use cloud photos. It doesn’t save cropped. The second time I crop it works.
 
In my case a screenshot cropped with the editing tools before saving ends up saving the WRONG part of the original image. But cropping after a save still works. Filed a report to the feedback app.
Same happened to me with a screen shot. I zoomed in and then it had the corner of the screenshot in photos instead of the center that I zoomed in on.
 
This is a big deal as I like to crop images and text them but then delete the image as I don't necessarily want to save for myself. I haven't been able to replicate....
 
Happen to me in both iMessages and facebook messenger.

luckily enough I didnt send anything private

anyone else?

Yes - - replicating in IPad OS. Images cropped in the screenshots tool either do not retain the crop at all, or saves the incorrect crop.
 
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I haven’t sent anything cropped that I can recall but I have cropped photos and then noticed when looking at them later in the photos app the crop is all jacked up
 
I haven’t sent anything cropped that I can recall but I have cropped photos and then noticed when looking at them later in the photos app the crop is all jacked up
The new beta (public 4?) seems to have fixed the cropping issue for my ipp12.9 1st gen.
 
Yes, I can relate. Probably saw this in beta 3 or 4. Haven’t cropped any image on beta 5 yet.
 
I also saw this when sending a cropped screenshot from my iPhone to the Desktop folder in the Files app. On my MacBook it showed up but it was the full, un-cropped image.
 
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