iPad 'Cannot verify server identity' error

Unfortunately, the answer is to get rid of Hotmail. This mail randomly blocks important mail, mail with attachments, mail from new people, mail you need.

if you turn down the filters then you’ll get unlimited spam

Looks like this worked. So far no error msg.

IPHONE 12 PRO IOS VER 14.1

STEPS:

GOTO: SETTINGS

GOTO: CONTACTS

GOTO: ACCOUNTS SELECT OUTLOOK FROM THE LIST <ENTER>

DELETE OUTLOOK ACCOUNT (AT THE BOTTOM) <ENTER>

GOTO: SELECT <BACK> SELECT ACCOUNTS <ENTER>

SELECT ADD ACCOUNT <ENTER>

SELECT OUTLOOK.COM <ENTER>

WHEN THE SCREEN COMES UP SIGN IN: YOUR MICROSOFT ACCOUNT NAME (MAIN ONE) <ENTER>, THEN YOUR

PASSWORD (MAIN ONE) <ENTER>

WHEN NEXT SCREEN COMES UP HIT <SAVE>, ACCOUNT ADDED AND IT RETURNS TO ACCOUNTS LIST. OUTLOOK SHOULD

BE THERE

LEAVE AND BACK TO MAIN HOME SCREEN.

GOOD LUCK! WORKED FOR ME ON A BRAND NEW IPHONE 12 PRO

Alright so far this has worked. It seems to only be my hotmail account I get this error with.

This is what I did and the annoying pop up had been gone a few hours now. Was getting it about every 30 seconds.. Delete your hotmail account and then add it again as an outlook from the default choices. Still type it in as @hotmail. Just use the default outlook. Hope that helps.

Ok so in settings under mail I deleted hotmail account. Then in the browser Google hotmail then log in and log out. Then back in settings go to Mail add account enter your details then select add. It’ll give a message can’t verify server identity. Select details, hit trust then it checks off your information. I also selected the notes option in there as well.

Me too. I’ve used Hotmail via the mail app for years with no issue. To get rid of this error message constantly coming up I had to remove the Hotmail account. That did work thanks for the advice. I know use the outlook app to view my Hotmail.

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!

I’ve been having the issue too, but unfortunately on two separate phones. What I just discovered was an error on my Gmail logging in when checking my mail.

Since my wife and I share one email to keep a shared calendar we were both getting the error code but it has since stopped once I updated my passwords.

I can’t say that this is the fix for everybody however it didn’t fix my issue. Hope this helps

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?

WhoaNellie1: That's the weird part. I don't see any of that anymore once I re-added my account (twice!). Am I no longer an imap account? UPDATE: I deleted it again and this time added it as an "other" account, without using the "Outlook.com" button Apple provided. I now see the IMAP stuff, so that's all good, but STILL the S/MIME is greyed out for both Sign and Encrypt by Default and claims "No valid certificates found." We shall see if my emails download this time.

Unhelpful and wrong answer. Actually I checked the certificate and it is fine. This is an Apple bug, not a Microsoft problem. Seems that Apple is slowing turning into Microsoft. Extremely annoying bug.

I turned SSL off and back on again in the email account using outlook.365 (not my choice, institutional account) and in my case that seems to have worked ... for now at least. On the iPad the message was popping up literally every 2 seconds which made the device basically unusable.

I was having this same issue as others, and I saw that some resolved this issue by deleting and reinstalling their email accounts on their Iphones/Ipads. I have fixed similar issues in the past just by changing my settings first. So I tried that first and so far it seems to have worked, and I haven't received any pop ups since. I turned off and on again 2 different mail settings (so I'm not sure which one resolved the issue). Here is the what I did:

Go to Settings> Mail> Accounts> Hotmail (mine was my hotmail account) > Mail (turn off and then on again). Second (on the same tab) I clicked on Account (under IMAP) and then SMTP (under Outgoing Mail Server) and turned off and on again smtp-mail.outlook.com (under Primary Server). I hope this helps!

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