Just yesterday, I encountered a classic frustration.

I wanted to forward an image from one Messages conversation, to another one.

The “target” conversation was one that I’ve been having for a couple of years, with a friend.

In the “Forward” sheet, I select that friend’s Contacts card, and it moves to the ongoing (blue bubble) conversation.

I hit the Send button.

Green bubbles.

I get a failure to send message, saying it’s a bogus number.

Messages used my friend’s work landline, even though we’ve been communicating for years, on his iPhone line, and it put the bogus send into the iPhone conversation.