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    Outlook repeated prompt for password

    IT Discussion
    outlook 2013 outlook 2010 outlook 2016 o365 password
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    • gjacobseG
      gjacobse
      last edited by

      Working with several people of late with Outlook and their Office 365 account, having many report repeated issues with having the password prompt come up.

      They are able to sign into the portal fine, so it's not a password issue. things done:

      • cleared the cached creds
      • recreated profile
      • used the MS O365 SARA tool

      Has anyone seen this of late? I have five going on more people dealing with this.

      1 Reply Last reply Reply Quote 3
      • scottalanmillerS
        scottalanmiller
        last edited by

        @Dominica has dealt with this a bunch in the past.

        1 Reply Last reply Reply Quote 0
        • coliverC
          coliver
          last edited by

          I dealt with this a lot in the past. I could never figure out why it happened. It always seemed to coincide with when they changed their O365 passwords. I did the steps you did as well but they didn't help at all.

          1 Reply Last reply Reply Quote 1
          • jt1001001J
            jt1001001
            last edited by

            Did you clear the local .OST file out manually?? The SRA should do that but I ran into a couple where once I manually did it the password issue finally went away.

            1 Reply Last reply Reply Quote 0
            • wirestyle22W
              wirestyle22
              last edited by wirestyle22

              I run into this currently but mine is a syncing issue. Although the logs don't reflect that, i know its the case because i can use their old passwords

              1 Reply Last reply Reply Quote 0
              • gjacobseG
                gjacobse
                last edited by

                @scottalanmiller @coliver

                It's very frustrating.. Borderline insanity.

                Forced changed the password again,.. this time a little different even thought it was reported as being strong.

                Deleted the config / profile and running the MS Support and Recovery Assistant again.

                Oddly once the SARA tool is finished it want to load Outlook. But it doesn't launch. I have to go into Task Manager to force close it. Then it loads in Safe mode, close it, and now in normal mode, and 'hung' at Preparing for first use (30%) Getting Mailbox settings.

                And again.. prompting cycle.

                1 Reply Last reply Reply Quote 0
                • scottalanmillerS
                  scottalanmiller
                  last edited by

                  I've found the fix to be using OWA 🙂

                  wirestyle22W coliverC 2 Replies Last reply Reply Quote 3
                  • wirestyle22W
                    wirestyle22 @scottalanmiller
                    last edited by

                    @scottalanmiller Users hate OWA though 😞

                    EddieJenningsE 1 Reply Last reply Reply Quote 2
                    • DustinB3403D
                      DustinB3403
                      last edited by

                      The last time I had to deal with this (we were in process to migrating to O365) was an issue with the system updates on the user PC's.

                      There a specific set of updates required for Outlook 2013/2016 to allow it to authenticate.

                      Have you confirmed that these systems are completely up to date?

                      1 Reply Last reply Reply Quote 0
                      • coliverC
                        coliver @scottalanmiller
                        last edited by

                        @scottalanmiller said in Outlook repeated prompt for password:

                        I've found the fix to be using OWA 🙂

                        Yep, we don't support Outlook desktop app here anymore. Reduced our ticket load by a lot from my understanding.

                        scottalanmillerS 1 Reply Last reply Reply Quote 2
                        • scottalanmillerS
                          scottalanmiller @coliver
                          last edited by

                          @coliver said in Outlook repeated prompt for password:

                          @scottalanmiller said in Outlook repeated prompt for password:

                          I've found the fix to be using OWA 🙂

                          Yep, we don't support Outlook desktop app here anymore. Reduced our ticket load by a lot from my understanding.

                          Oh yeah, Outlook is a huge support cost. OWA is like zero.

                          1 Reply Last reply Reply Quote 0
                          • gjacobseG
                            gjacobse
                            last edited by

                            Well it would seem that a Domain Controlled FIrewall setting was the issue. Logging in as the admin and reseting the firewall settings cleared the issue.

                            coliverC 1 Reply Last reply Reply Quote 0
                            • coliverC
                              coliver @gjacobse
                              last edited by

                              @gjacobse said in Outlook repeated prompt for password:

                              Well it would seem that a Domain Controlled FIrewall setting was the issue. Logging in as the admin and reseting the firewall settings cleared the issue.

                              Did you find what was being blocked?

                              gjacobseG 1 Reply Last reply Reply Quote 1
                              • gjacobseG
                                gjacobse @coliver
                                last edited by

                                @coliver said in Outlook repeated prompt for password:

                                @gjacobse said in Outlook repeated prompt for password:

                                Well it would seem that a Domain Controlled FIrewall setting was the issue. Logging in as the admin and reseting the firewall settings cleared the issue.

                                Did you find what was being blocked?

                                I'll defer that answer to @Mike-Davis since we have spent the last two hours on it again.

                                1 Reply Last reply Reply Quote 0
                                • Mike DavisM
                                  Mike Davis
                                  last edited by Mike Davis

                                  We used the SARA tool and then pored over the logs. We found this line:
                                  ="'15'" Title="Possible problems due to non-default values specified under \RedirectServers" Text="Non-default server entries found under the 'HKCU\Software\Microsoft\Office{2}.0\Outlook\AutoDiscover\RedirectServers' key. Please check with your administrator to make sure this is a desired configuration." GUID="620115" SSID="5f098891-0092-47b6-b3da-88599a1aaca2" P9="$CloudMbxRegistry_fCloudMbxDetected/Result" Cloud="{9}" SaraSvc="True" Weight="10000" Symptoms="Autodiscover" Pass="False" />

                                  We opened up the registry and deleted the value HKCU\Software\Microsoft\Office\15.0\Outlook\Autodiscover
                                  The two keys that were in there were:
                                  [HKEY_CURRENT_USER\SOFTWARE\Microsoft\Office\15.0\Outlook\AutoDiscover\RedirectServers]
                                  "autodiscover-s.outlook.com"=hex(0):
                                  "autodiscover.hotmail.com"=hex(0):

                                  With that said, it created the exact same values, but this time it worked when we created a profile. Not sure why that worked, but it did.

                                  1 Reply Last reply Reply Quote 3
                                  • gjacobseG
                                    gjacobse
                                    last edited by

                                    It has been a lot of hours over the course of the last two months trying to isolate this issue. Even MS wasn't able to locate it, it seemed.

                                    I am grateful to @Mike-Davis assistance on it.

                                    1 Reply Last reply Reply Quote 1
                                    • nadnerBN
                                      nadnerB
                                      last edited by

                                      Nice find @Mike-Davis, I'll have a look at that the next time I get this issue.
                                      I've been getting it a bit recently, not regularly but enough to "sigh, not again" .

                                      I've been doing is a slash & burn approach, which has worked but not 100% AFAIK as the issue has returned to a couple of users.

                                      (With Outlook closed)

                                      • Control panel --> mail --> delete mail profile
                                      • Delete everything under C:\Users$user\AppData\Local\Microsoft\Outlook (some may prefer to simply tack .OLD onto the end of the users .OST file for safe keeping... [email protected])
                                      • Control panel --> mail --> create mail profile
                                      • Open Outlook

                                      Also, in some cases, I've run a repair on the users installation of Office.

                                      gjacobseG 1 Reply Last reply Reply Quote 0
                                      • gjacobseG
                                        gjacobse @nadnerB
                                        last edited by

                                        @nadnerB said in Outlook repeated prompt for password:

                                        Nice find @Mike-Davis, I'll have a look at that the next time I get this issue.
                                        I've been getting it a bit recently, not regularly but enough to "sigh, not again" .

                                        I've been doing is a slash & burn approach, which has worked but not 100% AFAIK as the issue has returned to a couple of users.

                                        (With Outlook closed)

                                        • Control panel --> mail --> delete mail profile
                                        • Delete everything under C:\Users$user\AppData\Local\Microsoft\Outlook (some may prefer to simply tack .OLD onto the end of the users .OST file for safe keeping... [email protected])
                                        • Control panel --> mail --> create mail profile
                                        • Open Outlook

                                        Also, in some cases, I've run a repair on the users installation of Office.

                                        Done most of that,... in some fashion.

                                        My next idea is to nuke the (MS Surface) and reload it.

                                        1 Reply Last reply Reply Quote 2
                                        • EddieJenningsE
                                          EddieJennings @wirestyle22
                                          last edited by

                                          @wirestyle22 As do mine.

                                          1 Reply Last reply Reply Quote 0
                                          • J
                                            Jason Banned
                                            last edited by

                                            This tends to happen if you don't have AD FS for SSO setup with 0365. But if the problem should fix itself with time. Also are you checking the remember password box?

                                            Mike DavisM 1 Reply Last reply Reply Quote 0
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