mailer daemon

Is shaw your ISP? Are you sending it from their (shaw) network? It sounds like your IP address is blacklisted. Mail.shaw.ca is rejecting your outgoing mail because of that. There is nothing wrong with the recipient email addresses. Are you sure absolutely you're accessing your mailbox over ActiveSync (Exchange)? Is there an option to type your username/password in the outgoing mail (SMTP) setting? Authenticating in the Outgoing (SMTP) normally resolves the problem but if the account type is Exchange/ActiveSync, there should be no SMTP settings.

If all else fails, submit a request to remove your IP address from the blacklist:

https://csi.cloudmark.com/en/reset/

I doubt Cloudmark has anything to do with Apple. Here's what happens: shaw mail servers use Cloudmark antispam software or service. The software/service checks for the IP address that submits email to their servers to be mailed out (that's your IP address and you're the one submitting email to shaw mail servers to be mailed out to the recipients). If the IP has poor reputation, their servers drop or reject the email and send you a bounce mail notification. This normally happens when you use public WiFi or hotel internet connection. The IP address assigned to the hotel or public WiFi is normally on some sort of bad reputation database.

If this is your home or office internet connection, you can try submitting a request to remove the blacklisted IP address. Check the bounce mail for the IP address that has poor reputation. I can't guarantee they will remove it though.

We aren't blacklisted anywhere else, why are you blocking us?

https://www.cloudmark.com/en/knowledgebase/cloudmark-sender-intelligence/we-aren-t-blacklisted-anywhere-else-why-are-you-blocking-us

Did you set your Outgoing SMTP settings like the suggested settings below? If you did that already, did you try tapping Repair?

Outgoing Mail Server Information

• • Outgoing Mail Server: mail.shaw.ca
  • Outgoing Port: 587
  • SSL: Yes
  • Username: Shaw email address without the @shaw.ca
  • Password: Your email password

FYI, don't post your email address in here. Port 25 (not secure) does not support authentication. Port 587 supports secure authentication.

Follow this article to setup your mail account:

https://community.shaw.ca/docs/DOC-1056#imapwith

scroll down to IMAP with SSL section.

Delete your mail account. Restart your iPad. Use the suggestion I gave you yesterday to add a new mail account. Add it as Other (mail account type). Pay attention to the server names (imap.shaw.ca and mail.shaw.ca). Username is your name without the @ sign.

Another possibility is that your IP address is blacklisted. That happened to me, after contacting my ISP, I was told to reset my modem/router which would automatically assign a new IP address. I did and it worked. Resetting is easy, unplug your modem for about 30 seconds, plug back into the wall, and wait until all the little indicators in front stop flashing and are solid. Reconnect to internet and try sending an email.

Don't complicate matters. Troubleshoot one thing at a time instead of adding so many variables to a problem. Turn off your iPhone. If you have other devices that access the same mailbox, turn them off during troubleshooting.

Are you hosting your own Exchange mail server? If not, who provides the server (or email service)? What exactly does the bounce email say? Post one sample (erase sender/recipient's email addresses and/or mask out the IP addresses).

So I suppose it's fixed, correct? You could've fixed it sooner if you followed my suggestion on page 1. I already mentioned SMTP authentication in the Outgoing settings yesterday.

I have given you all the information you need to fix the problem. What you do with that info is out of my hands. Perhaps there is no solution except using your ISP webmail. I have nothing else to say.

Send out a test mail to someone. If it bounces, read what it says. I can't help you more. Good luck.