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.




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Posted on Oct 30, 2020 9:48 AM

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Posted on Oct 31, 2020 5:44 PM

As ridiculous as this sounds, the only real fix I have found to work is to delete the offending email account from your iPhone and the add it back. That seems to clear it.


You need your username and password to add your account, so be sure you have it before you delete it!


When you are adding the account, there will be a list of accounts, including Gmail, AOL and Outlook.


Even if your email account is an @live.com email address, instead of @outlook.com, choose Outlook.com.


After 30 minutes the message had not shown up again.


If I am correct, the account settings are changed from an imap to pop3. It doesn't matter to me HOW I get my emails, as long as I get them securely!


Good luck!



244 replies

Oct 31, 2020 11:58 PM in response to Bulletvaldez

For all of you who think it is fixed by deleted and re-adding your outlook.com account, I don't think that is a solution. It might resolve the pop-up notice temporarily but the S/MIME aren't available. I don't want a pop, I want imap. There is clearly some problem between Apple and the Microsoft security certificate but I don't know how to fix that. But if you look under Advanced settings you will see that it looks different than it did before you deleted it and reinstalled it.

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 8:55 AM in response to RobEubank

I’m having all the same problems, but am not particularly tech savvy. Before I delete my email, is there anything I need to know besides my username and password? Am kinda worried I will cause a mess and loose my email. Also, am having problem on both my iPad Pro and my very old iPhone 6. Do I need to do the same process on both devices?

Would greatly appreciate help. These error messages are very annoying!

Nov 1, 2020 9:32 AM in response to Smash78

I tried what Smash78 said to do and it didn't work for me. I had already tried everything I can find to fix this (date/time; reboot; etc.) 1) so figured I would try this, too. But when you re-add the Outlook.com account, you aren't allowed to add the SSL, which isn't good (it is greyed out still S/MIME and says "No valid certificates found." Same under encryption.). And then Mail won't download all my messages, saying that it keeps losing touch with the server. There is something wrong at Microsoft (no surprise there). I'm going to try to go to Microsoft page and report it there. Any other suggestions?

Nov 1, 2020 4:32 PM in response to Bulletvaldez

I am having this problem as well on both my iPhone and iPad. I have tried restarting and that works for a while and then the error message comes back and prevents me from doing anything until I close it, but then it pops back up. I googled and found that Outlook is some sort of calendar and file organizing app from Microsoft, but I don't have it, nor have I installed it, so I have no idea what this is about

Nov 1, 2020 8:28 PM in response to JGT_Colorado

I’ve now tried everything without luck. I’ve rebooted my phone, I’ve deleted and readded my account, I’ve turned off all notifications. But I still get the dumb, annoying message. My ipad seems to be fine but my iPhone still has the issue. Like others, this started only after I downloaded the most recent iOS update. Hopefully we’ll find a solution soon as it’s driving me mad.

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iPad 'Cannot verify server identity' error

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