In Outlook, choose File Account Settings Update Password. Update the password or app password and click OK. If you're an Microsoft 365 subscriber with semi-annual updates or you have Outlook 2019, 2016, 2013, or 2010, or purchased Outlook as a standalone application, use the following steps.

Learning has never been so easy!

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).

6 Steps total

Outlook Mac App Password

Add office 365 email to outlook 2016

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

Add Office 365 Email To Outlook 2016

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

Configure Outlook 2016 Office 365

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

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

5 Comments

  • Chipotle
    Tony Bongiorno Jul 19, 2017 at 06:07pm

    Thanks for posting. I've seen this quite a few times from multiple users

  • Sonora
    TMagro Apr 8, 2019 at 07:45pm

    Tried and still not working for me. Box will not go away. :(

  • Pimiento
    spicehead-pn1ix Jul 16, 2019 at 04:02pm

    Thanks for posting, but the login box still appears. A question -- when I searched Exchange, should I delete the Private Exchange Key (two of them) and Public Exchange Key (also two files)?

  • Pimiento
    spicehead-xgxh2 Aug 6, 2019 at 06:33am

    still not working for me. I have 3 office 365 accounts, and every time I should enter the password 3 times for each account. It is really annoying

  • Sonora
    earthsound Mar 31, 2020 at 06:22pm

    A couple of steps we added to our recipe to workaround this longstanding issue:

    - Open Keychain Access > View > Show Invisible Items
    - After deleting entries in Keychain related to office, exchange, and adal > restart computer.
    - In Keychain > lock the login entry.
    - Open Outlook > input password to allow access to Keychain again
    - Continue with steps to input password into the password textbox under Tools > Accounts > mailbox(es) having issues
    - Restart Outlook