If Outlook 2016 keeps asking you to activate over and over, The following should fix the issue:


1. Go to KeyChain Access.

2. Search "Exchange" under Login --> All Items and delete everything.

3. Search "Office" and delete everything.

4. Search "ADAL" and delete everything.

5. Launch Outlook.

6. You will get the activation prompt and the if account is already added, you will see the password prompt for app and ADAL again. You should be able to activate now without it looping.

Marianne Carroll

Marianne began her professional career as a musician, recording and touring as a violinist with the 70’s disco sensation CHIC. She then moved into music management as the Executive Director of the Aston Magna Foundation for Music, which sponsored a Summer classical music festival and NEA-funded cross-cultural educational Academy in the Berkshires as well as a concert series at the Metropolitan Museum.

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