Outlook For Mac 2016 Cannot Log In

Outlook Cannot Log On Error
Outlook Cannot Log On 2019
Outlook For Mac 2016 Cannot Log Internet Explorer

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Outlook Cannot Log On Error

So, I was having this BRUTALLY annoying issue on my macs (when I work from home, I work on my mac) where, every time I launched Outlook 2016, I would be prompted to login with my credentials.. Just super annoying and unnecessary.

Theres a ton of documentation on 'how to fix this' but a lot of it misses an important step (also, a facepalm step).

Enter your email address and click Connect. Enter your name, email address, and password, and click Next. If prompted, enter your password again, then select OK Finish to start using your email account in Outlook. Outlook won't accept my password. Outlook for Microsoft 365 for Mac Outlook 2016 for Mac Outlook 2019 for Mac If you are unable to connect to your Exchange account in Outlook for Mac, check these possible causes to get reconnected. Cause: Your organization uses Exchange Server 2003 or an earlier version.

6 Steps total

Step 1: Open the Keychain

Theres a bunch of ways to do it, but ultimately, the easiest way is to press CMD+Space, to open spotlight, then search 'Keychain Access'.

Step 2: Clear old items relating to Exchange/MS login in the keychain

According to a Microsoft Representative, the best option here is:

Make sure you quit Outlook and other Office apps.

Search 'Exchange' under Login --> All Items and delete everything (NOT EVERYTHING - take a look and make sure you're only deleting entries that are in some way related to Microsoft)

Search 'Office' and delete everything
Search 'ADAL' and delete everything

Step 3: Open Outlook & Login

Yea, I know, we're trying to fix this - but you have to log in this ONE more time..

Step 4: Open Outlook Preferences from the menu

Click Outlook -> Preferences in the menu bar

Step 5: Open Accounts

Open the Accounts Section..

Step 6: Finally.. Add your password

Seriously - this is critical! Add your password in the password field for the account in question, then close the preferences window.

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NOW - when you restart Outlook you SHOULD NOT have to login!

While this isn't the most difficult or pressing issue in the world, it most definitely is annoying! I hope this guide helps some folks!

References

michaelkummer.com
Microsoft TechNet Discussion

Outlook Cannot Log On 2019

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