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Outlook Mac 2016 Prompts For Password Repeatedly |WORK|

We have the same problem since yesterday. We are using Exchange 2016 + Outlook for Mac 16.12 and tried all these keychain-fixes, but no luck. Users are re-entering the password and it keeps the prompt away for 5-10 minutes. I told them to use OWA the next days/weeks until there is a fix.

Outlook Mac 2016 Prompts For Password Repeatedly

I have found that by reverting to Outlook version 16.11 resolves the password prompt issue. Nothing with Keychain or passwords made any difference.Having tested Outlook version 16.12, 16.13 & 16.14, I can confirm all 3 of these versions result in multiple password prompts.It looks like the recently introduced Autodiscover mechanism is the cause of the issue and may give different results based on who your Exchange supplier is.

I did a recent Microsoft update on my Mac 2016 and Outlook constantly prompts to enter in password every 5 seconds. I went into Keychain entrees to delete Exchange (that is the only one I found in my keychain from the suggested list ) however, it will NOT delete. I tried deleting , restarting my computer to see it would have helped . Nothing. Any suggestions?

Had a client whose Mac outlook 2016 app was repeatedly prompting for password after we enabled two factor authentication for their tenancy. Removing the keychain entries listed in this post was the answer. thanks for the info!

How do I fix OUTLOOK 365 from asking me repeatedly to enter my email password again and again. The OUTLOOK is version 16.61. I enter the password and OUTLOOK performs the proper download/sync from my email provider (Earthlink). But, it will ask again the next time I go to my email, even 10 minutes later.

I have tried several times your solution, but outlook keeps asking the password. I noticed my old email address ( is mentioned in the credentials, so I must first change with my new email address (

As all, we know that the Mac operating system is the best machine in terms of security and reliability among the globe. Adding to it, it provides an inbuilt password management program known as Keychain Access. Its function is to save all the password of Mac-based program like Mac Outlook password on the machine. However, due to unexpected reasons, Keychain Access can be easily damaged or corrupted and it will disturb the entire normal workflow. Similarly, in Mac Outlook, lots of duplicate tokens will appear in Keychain due to corruption. Unfortunately, it will lead to a complex situation, and confused with the authentic credentials. As a result, Keychain Access forgets the password for the multiple accounts and keeps asking for it. That is why Outlook 2016 / 2011 for Mac prompt for authentication while connecting with Office 365 profile.

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. To troubleshoot this problem, users can follow the below instructions:

This issue occurs in Mac Outlook because of corruption in the Keychain Access program. Outlook Mac Keeps Asking for Credentials It is a default application in Mac and saves the information of email account login. So, whenever the issue arises in Keychain Access, Outlook 2016 for Mac Keeps asking for password office 365.

We receive several messages from the users whenever they want to connect with Outlook. Then, Outlook for Mac password prompt issues which asks for a password repeatedly. This type of situation usually occurs if the Keychain Access program gets corrupted. Now, many of you will think what is Keychain Access? For your query, it is an inbuilt program in the Mac that stores and keeps the information of the email account login.

These were the manual procedures to operate in case the Outlook for Mac password prompt issue occurs. If users lose or forget their password, then they can use the third-party tool to recover their password. Users can use the PST Password Recovery that will help in the recovery of the lost Outlook PST passwords. The software also displays the first two characters of passwords. It runs and supports all versions of MS Outlook 2016.

If you are facing the issue of constant outlook password prompts, then it is most likely because you are using an outdated version of Outlook. In order to resolve this issue, you need to update your Outlook version to the latest one. You can do this by following the steps given below:

If you are repeatedly being prompted for your password in Outlook, it could be an issue with your Outlook profile. To fix this, you can launch Outlook in Safe Mode. It will allow you to reset your Outlook profile and hopefully resolve the password prompt issue.

To resolve Outlook password prompt issue, it is the best option. This article gives you very helpful information about the reasons and the solution to fix outlook password prompt errors. I have used one of the methods provided by the article. It worked very well. Thank you very much!

I don't know if this will help, but I finally found that the problem was not on the desktop side, but on the server/hosting side. I use exchange server, hosted by Microsoft, and had to turn off "Security Defaults" in my Office portal. Once I had done that, Outlook stopped asking repeatedly for the password. I guess the problem might be the same with other email hosts as well, just try to find out if there is a setting somewhere on gmail/yahoo/outlook or whatever you are using. Gmail have a "support for less secure apps" setting that caused some trouble if it was enabled.

I am trying to setup my email using Outlook matter what I do, it keeps giving me an error message.I've tried to use the auto setup then I tried to set up keeps asking me to enter my password - which I've done.HELP!!

At first I thought it may be a Microsoft issue, but the users don't get password prompts when using Outlook normally - only when sending an invoice through outlook, and as a reminder the security dialog box specifically says QuickBooks. I've tried googling this issue as well, but nobody else seems to have it.

Hello @katherinejoyceO . I did recreate the mail profiles on 2 of the machines, and it seems to have resolved the issues on one of them, at least for now. The other user is still getting prompted or her outlook password every time she sends an invoice though. They are all on the same version of outlook, and have always used it for years without the password prompt. Is there anything else I can do for the other user?

Follow this process and you can say goodbye to those frustrating Password Error prompts forever. This tutorial uses screenshots from Outlook 2016, however, the steps are similar with most Outlook versions.

Does your Outlook 2016 or 2011 for Mac frequently prompt for authentication while you are connecting with your Office 365 domain? And, you cannot understand what step should be taken for to get rid of this. Then, this guide will walk through each and every aspect of why Outlook 2016 Mac keeps asking for Office 365 password in detail. Also, provides a reliable approach by which users will understand how to fix Outlook 2016 for Mac keeps asking for password efficiently.

At times, when Mac users enter the credentials, Outlook 2016 not accepting password while connecting with Exchange On-premises or Exchange Online via. Office 365. Also, it will prompt the authentication abruptly and keeps asking for keychain password. This whole circumstance arises because of Keychain Access. It is a macOS application used to store accounts credential information. Thus, if the Microsoft Outlook 2016 for Mac keeps asking for Office 365 password, then try the below mentioned manual solution sequentially. It is a genuine solution to repair Mac Outlook losing password issue in a secure way. But, first, understand a real-life scenario by which readers can clearly understand how and when this situation arises in Outlook 2016/2011.

Keychain Access is one of the dynamic feature of macOS and with the help of this user has no need to remember each and every password. But due to some duplicate tokens generate in Keychain, Outlook 2011 Mac keeps asking for keychain password. Hence, in this article, we are trying to resolve the Outlook 2016 Mac keychain problem without any trouble.

We will be installing 3 new 2016 Exchange servers that will only be used for the migration of mailboxes to Office 365 so we can achieve greater throughput. They will never be used in the production Exchange environment going forward. Is there a recommended best practice during install or config to avoid these servers ever being used for Autodiscover services and the certificate prompts? If all Exchange traffic hits a load balancer first which directs traffic to the production servers can we just change the internalURI and be done with it?

I am getting the certificate issue for a user on the 2016 server. the cert is SSL form GoDaddy and has the mail domain name. I had to export this from the old 2010 server and import to the new. Per Microsoft instructions, the cert on the Exchange server when viewed has the certificate authorises in the chain as expected. However when you go view the cert from outlook error it does not contain the chain just the email domain. so it states it does not trust the provider.

Having trouble getting my certificate warning to go away and outlook anywhere working properly. My local domain is internal we will say exchange.contoso.internal. I have a FQDN that is signed to that domain and also Local clients still get a certificate warning pointing to exchange.contoso.internal after running your powershell script on exchange 2016. In DNS I have authority setup for and have an a record for pointing to my internal IP of exchange (also one for OWA works from outside and in, mail is flowing. Local outlook clients work fine except for the cert warning. After running the script some outlook clients have troubles connecting, they continually ask for a password even after providing the correct credentials.


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