If people don’t receive your messages
If people have trouble receiving your messages, it’s possible their mail servers are unavailable or have size, storage, or other limits. Try these suggestions.
Make sure the person’s email address is correct. Ask the person to send you a message, then reply to it. Now the email address is in the Previous Recipients list in Mail and should be correct.
Some mail servers reject messages that exceed a certain size. If your message includes attachments, use Mail Drop or try resizing image attachments. For more information, see Add attachments.
Send yourself a test message. If you receive it, ask people to send themselves a test message to see if the mail server for their email accounts has a problem.
Use Connection Doctor to check your network connection.
Ask your email account provider whether it limits the number of people you can send a message to at one time, as a way to prevent junk mail.
Some mail servers won’t deliver a message to any of the recipients if even one address is invalid. When this happens, Mail alerts you that the message wasn’t sent. Open the message (it’s in your Outbox) and remove or correct invalid addresses, then send the message again.