iMessage to one contact stays on Not Delivered

Every message to my brother gets the red not delivered. Messages to everyone else are fine. His phone works and he gets WhatsApp from me. Blocked, or something on his end?
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2 Answers

raj_89 Nov 12, 2026
alwn_11
If it happens to everyone you text, not just them, the problem is your end. Settings > Messages, turn iMessage off and back on, and check Send & Receive has your number ticked. Also make sure the contact is saved with the right number and country code - an old number on the card gives you this too.
luke_85 Oct 19, 2026
alwn_11
If it's only them, the problem is almost always on their side. Phone off, no signal or data, or they've changed number. Another classic is they moved to Android without turning off iMessage, so your iPhone still tries to iMessage a phone that can't receive it. You can long-press the message and send it as a normal text to get it through. If it's been weeks, just ask them some other way whether they switched phones.