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Slowloki
User level: Level 1 (5 points)

iOS 27 not sending photos in Messages

iOS 27 not sending photos. Times out and gives error message.

Ive tried

toggling iMessage off/on

Powered off/on device

Force close message app

deleted unsent messages

Removed/reinstalled sim

still not sending picture in message

Posted on Sep 27, 2026 11:37 PM

1 reply

brbo
User level: Level 8 (45,179 points)

Sep 27, 2026 11:59 PM in response to Slowloki

Re: iOS 27 not sending photos in Messages


If you haven't already:

You might want to try Apple Support's method for iOS 27:

Share content in Messages on iPhone - Apple Support

Eg: says how to:

"Share content with others


  1. Go to the Messages app on your iPhone.
  2. In a conversation, do one of the following:
    • Copy and paste an image or a link into the text field.
    • Tap the pls sign icon (+), tap Photos to browse recent photos and videos, then tap to add.
  • Tap a message attachment, tap , then tap a contact or the green Messages app icon.
    • Tip: When you tap , you can also copy, save, or print your attachment.

Add a message (optional), then tap (the blue oval with up arrow icon)."

_______________

"From another app (like Podcasts, News, or Music), select the content you want to share, tap , tap Share, then choose Messages"

Originally posted at discussions.apple.com/thread/256366327