Hey Scottyp190,
When you say you restarted network connection, what did you do?
Does this happen over cellular data as well as Wi-Fi?
Are you sending text or media when it fails to send?
Is it just one Android contact with this issue, or do you have other Android contacts experiencing the same issue?
Even if you can send and receive text messages with other users, you should still give the steps in this article a try: If you can't send or receive messages on your iPhone, iPad, or iPod touch
Try these steps first
1. Restart your device:
iPhone
iPad
iPod touch
2. Check your network connection. To send a message as iMessage or MMS, you need a cellular data or Wi-Fi connection. To send an SMS message, you need cellular network connection. If you turn on Wi-Fi Calling, you can send SMS messages over Wi-Fi.
3. Check with your carrier to see if the type of message you’re trying to send, like MMS or SMS, is supported.
4. If you’re trying to send group MMS messages on an iPhone, go to Settings > Messages and turn on MMS Messaging. If you don't see an option to turn on MMS Messaging or Group Messaging on your iPhone, then your carrier might not support this feature.
5. Make sure that your device has enough space to receive images and videos.
6. Make sure that you entered the correct phone number or email address for the contact.
If you see a red exclamation point
If you try to send a message and you see
with an alert that says Not Delivered, follow these steps:
1. Check your network connection.
2. Tap
, then tap Try Again.
3. If you still can’t send the message, tap
, then tap Send as Text Message. Messaging rates may apply. Contact your carrier for more information.
Best regards.