Sent iMessage images change to gray box with question mark randomly after sending

Running iOS 16.5 on iPhone 11. Randomly and inconsistently between various recipients, pictures I send from my iPhone to others via iMessage show up as image when sent, then later change to a gray bar with a question mark in the chat history. See below screen shots.

iPhone 11, iOS 16

Posted on Jun 15, 2023 8:49 AM

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Jul 30, 2023 9:27 AM in response to lindatonya

SAME!!!!! I have a recently purchased iPhone 14 Pro Max (iOS 16.5) & when I send pictures & videos via. iMessage to other people, or send pictures as text msgs. to Android users…they receive my photos, however on my end they will suddenly turn into gray boxes w/ question marks. I know they received my pictures, but it’s frustrating b/c I don’t know what pictures I sent to them and I also don’t know if once they turned gray w/ the question mark if the other person I sent them to can still see them, or not…I want this to stop! I sent pictures to myself the other day to see if it’d do the same thing to me & it most certainly did. Have you or anyone else found a solution to this?

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Sent iMessage images change to gray box with question mark randomly after sending

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