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Help Center / I cannot send email with iOS device (iPhone/iPad)

If you were able to send email just fine previously with your iOS device (iPhone/iPad) but after an iOS update are no longer able to send email you might be receiving an error message similar to below:


This is due to Apple modifying your SMTP Settings during the iOS update to use an outdated form of encryption called MD5 Challenge-Response that is considered insecure compared to TLS or STARTTLS.

To resolve this issue please follow the steps outlined below:

  1. From the home screen on your device tap Settings, and then Mail, Contacts, Calendars.
  2. Then tap the email account under Accounts.
  3. Tap Account.
  4. Scroll down and tap SMTP under Outgoing Mail Server.
  5. Tap on your Primary SMTP server.
  6. Tap Authentication.
  7. Change MD5 Challenge-Response to Password.
  8. Tap the button on the top left to go to the previous screen, then click Done.

You should now be able to send email with your iOS device without further errors.

Posted in: Email

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