Unable to send attachments via iMessage from my MacBook Pro OS Sierra (10.12.4)

Fbbertero wrote:

I cannot send via iMessage pics from Photos, contacts (VCFs) from Contacts ... to other iMessage users.

How do I fix this?

Here is how to send a photo from Photos as an iMessage. The analogous process works for Contacts.

Open the Photos (or Contacts) app. Find the photo (or contact) you wish to send. Tap the symbol circled in my screen shot below, then choose "Messages" from the drop-down. A message will be created, which you may then address and annotate.

When you click on Messages in the context of the screen shot you posted, you should see a result like this:

That's the photo you would be attempting to send showing up on the right. Once you type in a recipient name, and the Messages application can figure out from that name it's an iMessage you are trying to send, you will be offered the opportunity to annotate with text.

If you cannot get this far, then see if you could send a standard simple text iMessage from the Messages app. If not, perhaps you have not set up your iCloud address information correctly there.

That is strange!

If you were to start at the same "share" point within the Photos app, and instead of sharing a photo as a message, you were to select Mail as your sharing method, would that work? That may help identify whether the issue is with Photos, Messages, or something in the sharing mechanism.

I have this exact problem. After upgrading to Sierra, I can't send attachments from messages in my MacBook Air. It works for everything else, but not messages. I have to send pics and attachments from my iPhone and iPad.

This problem is making me crazy. And there's virtually no one talking about it except on this thread.

Sorry, nothing personal, but I will not click on a foreign link such as the one you provided.

Thanks.

Fbbertero wrote:

No worries, link is safe

This does not change my response.

What about my Mail question above? Does that work?