Microsoft Outlook 2016 Mac Pop Account Unable To Sign In

Learning has never been so easy!
  1. How to fix Outlook deleting all the messages from the server when it shouldn’t, or downloading the same messages repeatedly. Certain versions of Outlook 2016 have a bug that causes this behavior with POP3 connections. A Microsoft page about this bug explains in more detail what happens and how to fix it.
  2. Steps to Fix Outlook 2011 For Mac Keeps Asking Password of Office 365 Account. If the Keychain Access program is corrupted, then whenever the Outlook user is trying to connect with O365 on Mac platform, the password problem arises. As a result, Outlook 2016 for Mac keeps asking for password of Office 365 account.

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.

Sign In with your Microsoft account. One place to manage it all. Welcome to your account dashboard. Email and calendar together. All you need to be your most productive and connected self—at home, on the go, and everywhere in. Apr 12, 2016  To change an account from POP to IMAP or vice versa, simply add a new account for the email address as described below and select the desired connection type. Outlook 2016 will allow you to have multiple accounts for the same email address, so an account for sample@example.com using IMAP can coexist with an account for sample@example.com using POP.

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

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.

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

Microsoft Outlook 2016 Mac Pop Account Unable To Sign In Gmail

5 Comments

Microsoft Outlook 2016 Mac Pop Account Unable To Sign In Page

  • 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

    (This is the password that you use to log in to your Mac.).The software begins to install. Click Get Started to start activating. Microsoft office update center mac. If Office installation fails, see.Launch an Office for Mac app and start the activation process.Click the Launchpad icon in the Dock to display all of your apps.Click the Microsoft Word icon in the Launchpad.The What's New window opens automatically when you launch Word. Click Close when the installation is finished.

  • 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