Outlook repeated prompt for password

scottalanmiller

@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.

gjacobse

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.

coliver

@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?

gjacobse

@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.

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.

gjacobse

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.

nadnerB

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.

gjacobse

@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.

EddieJennings

@wirestyle22 As do mine.

Jason

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 Davis

@Jason The box was checked, and credential manager was purged. They don't have AADsync setup. It did not fix itself in two months.

Jason

@Mike-Davis said in Outlook repeated prompt for password:

@Jason The box was checked, and credential manager was purged. They don't have AADsync setup. It did not fix itself in two months.

My Post was for the OP.

gjacobse

One of the first emails I get this morning...

Bad news its back up on the Outlook.

So it seems all the work that @Mike-Davis and I have put into this did not resolve it.

coliver

Real solution... Stop using outlook and push to OWA.