Krill13,
So for me the only thing I did differently, that wasnt explained in the Cannon Forums or online videos, was the "App Specific Password". So to cut to the chase and avoid doing a long disertation with photos I did the following:
1) Create your "App Specific Password" through your email client if your using 2 Factor Authentication
2) Log into the printer (Obviously)
3) Click on "Settings and Registration"
4) From the left hand tree pane head over to "Preferences>Network Settings>Port Number Settings
5) If you havent done it already change "SMTP" from port 25 to 587. Ports 465 and 587 are intended for email client to email server communication - sending email. Save it.
6) Then from the left hand tree pane head over to "Function Settings>TX Settings>Network Setting - E-Mail/I-Fax Settings.
7) Enter the following:
a) SMTP Server Name: smtp.mail.me.com
b) Email Address: Your full iCloud email address
c) SMTP Authentication should be turned ON
d) User Name: Your full iCloud email address again
e) Password: Your "App Specfic Password"
f) The "Use TLS for SMTP" should be checked since most email clients use SSL and TLS these days.
g) Leave everything else default.
h) Save and reboot your device. I dont have a reboot feature so I have to turn the power of and back on after 10 seconds.
Note: If that doesnt work then your probably going to have to call Canon Support. Hope this helps.
Respectfully,
TonyNC
