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iPad 'Cannot verify server identity' error

How do I fix this extremely annoying error message? Sending and receiving mail does not seem to be affected, but starting yesterday for no reason this message keepspopping up. I’ve rebooted to no avail.




[Re-Titled by Moderator]

Posted on Oct 30, 2020 9:48 AM

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Posted on Nov 1, 2020 8:04 AM

I found a simple fix for this issue on my phone. If you have the same settings as I do, it might work for you, too.

Settings—->Passwords & Accounts

—->Choose the offending (Hotmail/Outlook/Live, etc) account

—>Account (email address)—>under Outgoing Mail Server, click on SMTP. If your settings look like mine below, I clicked ‘OFF’ the Primary Server smtp-mail.outlook.com....leaving smtp.live.com ‘ON’.

I don’t know why this worked, as I didn’t change the actual offending Incoming Mail Server, but my phone fetched my mail just fine after I did this. Maybe it’s because the Incoming and Outgoing server names no longer match?

I hope this helps someone else. I really didn’t want to go through the whole ‘delete account’ process!

244 replies

Nov 1, 2020 12:16 AM in response to Podageelady

I’ve been so annoyed by this problem the last few days like everyone else here. I wanted to respond to you because I too am technically challenged ;) Hopefully this will work for everyone. I did the turn off/turn on again and nothing. After reading some of these answers about deleting the email account (which I was afraid to do) I was successful with the following:

go to Settings, then Notifications, then Outlook (that was my message), go to Notification Grouping and turn “off”. It’s been a while and so far so good.

Hope this helps. Good luck everyone!

Nov 1, 2020 12:42 AM in response to Bulletvaldez

When I look at the cert in question, it references outlook.com instead of office365.com so I changed my smtp server settings in mail and outlook to outlook.com from outlook.office365.com and it resolves, passes mail, no cert issue. I imagine it would work for imap users who manually configured their servers. Change from imap server imap.office365.com to outlook.com. Looks like Apple maybe requiring a match now.

Nov 1, 2020 1:25 AM in response to Bulletvaldez

I’m having the same issue on my iPhone 7plus. Just updated to SW ver 14.1 never happened prior to software update. I have tried changing the server settings it may stop the error for a day or so but it will come back again citing the new server setting as the issue. Mail doesn’t seem to be a problem at all. I will open Safari and the error will come up multiple times. Highly doubt it’s a Microsoft issue. It’s extremely annoying.

Nov 1, 2020 1:49 AM in response to Bulletvaldez

In my case the problem was, that the new certificate was only issued for outlook.com but I had „imap-mail.outlook.com“ set as incoming mail server.


Go to Settings > Mail > Accounts

select your Microsoft email Account.

then check Account > Host Name

unter INCOMING MAIL SERVER

and change it to outlook.com and save the change.

Nov 1, 2020 1:02 AM in response to Bulletvaldez

While it doesn’t fix the root cause you can at least get the error to pop up less often by changing the push settings for the affected mail accounts. If you change it to push email once an hour you only ge the error every hour. If you set it to fetch you only get it when you manually refresh the inbox’s.

this will not fix the issue but removes the annoying pop up for the most part

Nov 1, 2020 2:47 AM in response to Bulletvaldez

Don’t forget to also submit this feedback to Microsoft. They need to either issue a new certificate or renew the expired one.


I took a screenshot of the expired certificate (when the error popped up, I clicked Details). Then, I opened my Outlook app, clicked on my pic to open the left menu options area then went to the Settings icon at the bottom. Clicked on the Help and Feedback and loaded my screenshot and a message asking them to help.


Maybe if enough of us complain they will do their jobs. Users nor Apple can update or issue Microsoft’s security certificate BUT I am disappointed in Apple if they haven’t contacted Microsoft on our behalf to push them to do something about this.

iPad 'Cannot verify server identity' error

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