TechNet

Outlook troubleshooting: Outlook keeps prompting for password

Overview

Issue: when opening Outlook and afterwards on a regular intervals afterwards, Outlook keeps prompting for a password multiple times (x5 or more), even when the password is correct.

The error/connection message is sent to the desktop foreground on top of other applications.

Even when the password is ok, the message is thrown again multiple times, when the Outlook client is checking for mail, at certain intervals…

[Solution Spoiler = configure the registry to enable ExcludeExplicitO365Endpoint, but there might be other options for your case…]

Product version

In this specific situation, the products below were involved. The issue might also apply to other versions

  • Office version= Microsoft 365
  • Outlook version Microsoft® Outlook® for Microsoft 365 MSO (Version 2109 Build 16.0.14430.20224) 64-bit
  • Exchange server version 15.1.2308.4008. (on premises)

Additional information

Type of mailbox

In this case, the issue was related to connecting to a functional/shared mailbox.
Connection to the personal mailbox was working fine, at first sight.

Standalone vs Domain

In this particular case, the PC was not connected to the domain of the Exchange server.

But also important connection on Outlook from domain joined PC is ok, no reconnection message.
[More on this at the end of the article, as the domain client had specific GPO policies configured, …]

Multiple mail accounts

Outlook connected to multiple mail accounts (so removing Outlook completely, was not really an option…)

No issue on phone

Connecting the same account on a smartphone, works fine.

Symptoms

Error message

No explicit error message but you get a window with

“Windows security

Microsoft Outlook

Connecting to <… mailbox …>

Remember my credentials”

Error screen

Troubleshooting

Account credentials

WARNING:

you might end up with a locked user account if you enter the wrong credentials by accident while outlook keeps popping up the password request. Better double check your password and better NOT enter it again, or change it in the password request. But you’ll get this request multiple times in a few seconds, that it can be quite annoying to get past it.

Mail account

  • Tried to reinstall the mail account.
  • Removed the mail account and reinstalled mail account.

Configuration panel – Mail profile

Create a new Outlook profile (do NOT remove the existing Outlook profile) and add ONLY the problematic account. Set it to ONLINE mode (disable caching mode)

You can manage this option via Control Panel > mail

Alternatively, when reinstalling the mail account in outlook, disable the option “Use cached Exchange Mode to download email to an Outlook data file”.

Check Outlook connection status

When Outlook is active, you’ll find an Outlook icon in the task bar…

To check the Outlook connection status you need to hold the CTRL button and then right click on the Outlook icon.

Then click “Connection Status…”


Check if you see the personal mailbox and shared mailbox connection.

Test Email AutoConfiguration…

When Outlook is active, you’ll find an Outlook icon in the task bar…

To check the Outlook connection status you need to hold the CTRL button and then right click on the Outlook icon.

Then click “Test Email AutoConfiguration…”

In the menu enter the mail address of the target mailbox, in this case it’s a share mailbox with a specific mail address.

Very likely you’ll see a bunch of autodiscover failures like:

Alternative – Network analysis with Fiddler

You can collect a network log with Fiddler or other network sniffer

www.telerik.com

  1. Install Fiddler.
  2. Select decrypt https traffic
  1. Close fiddler
  2. Close all programs, messengers, browser etc.
  3. Start Fiddler
  4. Start Outlook and wait until problem comes up
  5. When problem appears STOP fiddler and close Outlook
  6. Check the log files and see if you can detect the issue.

Solution

Policy control via registry setting

Source: Outlook 2016 implementation of Autodiscover

This applies to 2016 2019 etc… as well.

The policy values that are defined the Autodiscover Process section can be either policy-based registry values or non–policy-based values.  When they are deployed through GPO, or manual configuration of the policies key, the settings take precedence over the non-policy key.
Non-Policy Key: HKEY_CURRENT_USER\Software\Microsoft\Office\16.0\Outlook\AutoDiscover
Policy Key: HKEY_CURRENT_USER\Software\Policies\Microsoft\Office\16.0\Outlook\AutoDiscover

Each value is of type DWORD.

So to exclude Office365 checking point we add following key:

ExcludeExplicitO365Endpoint and set the value to 1.


This setting is registry for client only.
Outlook will skip checking Office365 Endpoint for Autodiscover.

If you have already configured XML autodiscover it should not affect the existing setting as the information are stored in this XML file locally anyway so Outlook will know how to connect.

Outlook as priority always prefer local XML configuration. Then in case it cannot obtain certain data goes to another check point. So apart from first two steps  Outlook 2016 implementation of Autodiscover (microsoft.com) there are checking points we can configure how Outlook should obtain certain information. We can disable them or force them.

You can give it a try if this won’t work as desired you can always revert the changes.

Always make a copy of your registry before you change anything in the registry.

There is no really any other way from the client perspective.

In our case we can see many redirections and autodiscover failures. Not sure why, looks like Outlook refers to some old data or old domain URLS or cannot obtain properly Autodiscover configuration file and it is trying different combinations to guess which link for Autodiscover is working.
Once it calls for HTTPS Autodiscover of the correct link it gets timeouts… which might also indicate firewall issue or something.

Then it tries unencrypted HTTP and it succeeds. Now it redirects to Autodiscover configuration link. But it takes a few attempts to get there.
That’s why you get multiple popups of the error message / or the password prompt.

Why the issue did not hit the domain joined mail clients?

The mail administrator had following options configured already:

Setting the options for

  • DisableAutodiscoverV2Service = 1
  • ExcludeExplicitO365Endpoint = 1
  • excludehttpredirect = 1
  • excludehttpsautodiscoverdomain = 1
  • excludehttpsrootdomain = 1
  • excludelastknowngoodurl = 1
  • excludeScpLookup = 1
  • excludesrvrecord = 0
  • zeroconfigexchangeonce = 1

References

Active Directory PowerShell: List items with “Protect object from accidental deletion” setting

Freshly posted for you on TNWiki: Active Directory PowerShell: List items with “Protect object from accidental deletion” setting

Introduction

Ever got in a situation where you as AD domain admin were blocked from deleting items?

Or did you ever receive an “Access denied” when you tried to delete items from AD, even with full admin rights?

Then you better check if AD has the “protect from accidental deletion” activated on the object, container or OU…

In case you want to check a larger collection of items for this setting, it quickly becomes complicated.

This article helps you to get an overview by using Powershell, and an export of the impacted items to a CSV file.

As explained by : James ONeill (Windows Server 2008 Protection from Accidental Deletion)

“The functionality to prevent accidental deletion is not based on a new attribute in Active Directory.  It is enabled by ticking a check box on the Object tab of the particular object you wish to protect.  The Object tab is only visible when the Advanced Features option is selected from the View menu of Active Directory Users and Computers. When the tick box is checked the permissions on the object are changed. A “Deny” permission is created which stops deletion of the object.  “


Overview

This script finds all AD objects protected from accidental deletions.


Credits

This script uses logic that has been developed by:


Source references


Active Directory OU Permissions Report: Free PowerShell Script Download


Preventing Unwanted/Accidental deletions and Restore deleted objects in Active Directory


Windows Server 2008 Protection from Accidental Deletion


Prerequisites

This script only runs if you can load the AD PS module eg. run the analysis
on a DC.


Downloads (Gallery)


Source Code

Full Version (with progress bar)

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<##############################################################################
Author: Peter Geelen

 

Quest For Security

October 2016
https://identityunderground.wordpress.com

This script finds all AD objects protected by accidental deletions.

Credits: This script uses logic that has been developed by:

– Ashley McGlone, Microsoft Premier Field Engineer, March 2013, http://aka.ms/GoateePFE

– Source: https://gallery.technet.microsoft.com/Active-Directory-OU-1d09f989

LEGAL DISCLAIMER

This Sample Code is provided for the purpose of illustration only and is not intended to be used in a production environment.

THIS SAMPLE CODE AND ANY RELATED INFORMATION ARE PROVIDED “AS IS” WITHOUT WARRANTY OF ANY KIND, EITHER EXPRESSED OR IMPLIED,

INCLUDING BUT NOT LIMITED TO THE IMPLIED WARRANTIES OF MERCHANTABILITY AND/OR FITNESS FOR A PARTICULAR PURPOSE.

We grant You a nonexclusive, royalty-free right to use and modify the Sample Code and to reproduce and distribute the object code form of the Sample Code,

provided that You agree:

(i) to not use Our name, logo, or trademarks to market Your software product in which the Sample Code is embedded;

(ii) to include a valid copyright notice on Your software product in which the Sample Code is embedded;and

(iii) to indemnify, hold harmless, and defend Us and Our suppliers from and against any claims or lawsuits, including attorneys  fees, that arise or result from the use or distribution of the Sample Code.

 

This posting is provided “AS IS” with no warranties, and confers no rights. Use of included script samples are subject to the terms specified at http://www.microsoft.com/info/cpyright.htm.

##############################################################################>


#—————————————————————————–

#Source references


#—————————————————————————–


#Preventing Unwanted/Accidental deletions and Restore deleted objects in Active Directory

#abizer_hazratJune 9, 2009


#https://blogs.technet.microsoft.com/abizerh/2009/06/09/preventing-unwantedaccidental-deletions-and-restore-deleted-objects-in-active-directory/


#Windows Server 2008 Protection from Accidental Deletion

#James ONeill, October 31, 2007


#https://blogs.technet.microsoft.com/industry_insiders/2007/10/31/windows-server-2008-protection-from-accidental-deletion/


#—————————————————————————–

#Prerequisites: 


#this script only runs if you can load the AD PS module

#eg. run the analysis on a DC


#—————————————————————————–

cls

import-module activedirectory


#—————————————————————————–

#initialisation


#—————————————————————————–


#the CSV file is saved in the same directory as the PS file

$csvFile = $MyInvocation.MyCommand.Definition -replace ‘ps1’,‘csv’

$report = @()

#(*) Credits 

$schemaIDGUID = @{}


### NEED TO RECONCILE THE CONFLICTS ###

$ErrorActionPreference = ‘SilentlyContinue’

Get-ADObject -SearchBase (Get-ADRootDSE).schemaNamingContext -LDAPFilter ‘(schemaIDGUID=*)’ -Properties name, schemaIDGUID |

 ForEach-Object {$schemaIDGUID.add([System.GUID]$_.schemaIDGUID,$_.name)}

Get-ADObject -SearchBase “CN=Extended-Rights,$((Get-ADRootDSE).configurationNamingContext)” -LDAPFilter ‘(objectClass=controlAccessRight)’ -Properties name, rightsGUID |

 ForEach-Object {$schemaIDGUID.add([System.GUID]$_.rightsGUID,$_.name)}

$ErrorActionPreference = ‘Continue’

#(*)


#—————————————————————————–

#Functions


#—————————————————————————–

function CheckProtection

{

    param($obj)

    $path = “AD:\” + $obj

    Get-Acl -Path $path | `

    Select-Object -ExpandProperty Access | `

    Where-Object {($_.ActiveDirectoryRights -like “*DeleteTree*”-AND ($_.AccessControlType -eq “Deny”)} | `

        #(*)

        Select-Object @{name=‘Object’;expression={$obj}}, `

        @{name=‘objectTypeName’;expression={if ($_.objectType.ToString() -eq ‘00000000-0000-0000-0000-000000000000’) {‘All’Else {$schemaIDGUID.Item($_.objectType)}}}, `

        @{name=‘inheritedObjectTypeName’;expression={$schemaIDGUID.Item($_.inheritedObjectType)}}, `

        #(*)

        ActiveDirectoryRights,

        ObjectFlags,

        AccessControlType,

        IdentityReference,

        IsInherited,

        InheritanceFlags,

        PropagationFlags

}


#—————————————————————————–

#MAIN


#—————————————————————————–

#add the top domain

$OUs = @(Get-ADDomain | Select-Object -ExpandProperty DistinguishedName)

#add the OUs

$OUs += Get-ADOrganizationalUnit -Filter * | Select-Object -ExpandProperty DistinguishedName

#add other containers

$OUs += Get-ADObject -SearchBase (Get-ADDomain).DistinguishedName -LDAPFilter ‘(|(objectClass=container)(objectClass=builtinDomain))’ | Select-Object -ExpandProperty DistinguishedName


#if you don’t want to scan the builtin container use line below instead of line above


#$OUs += Get-ADObject -SearchBase (Get-ADDomain).DistinguishedName -LDAPFilter ‘(objectClass=container)’ | Select-Object -ExpandProperty DistinguishedName


#set the target objects types to investigate


#including users, groups, contacts, computers

$ldapfilter = ‘(|(objectclass=user)(objectclass=group)(objectclass=contact)(objectclass=computer))’


#$ldapfilter = ‘(|(objectclass=user)(objectclass=group)(objectclass=contact)(objectclass=computer)(objectclass=Foreign-Security-Principal))’


#not included: Foreign-Security-Principal, msTPM-InformationObjectsContainer, msDS-QuotaContainer, lostAndFound,

$iSeqNo = 0

$OUCount = $OUs.Count

ForEach ($OU in $OUs

{

    $iSeqNo++

    $pct = ([int]($iSeqNo/$OUCount * 100))

    $activity = “Analyzing container: “+ $OU

    Write-Progress -activity $activity -status “Please wait” -percentcomplete $pct -currentoperation “now processing container $iSeqNo of $OUCount” -id 1

    #check the protection of the parent container

    $isProtected = 

    $isProtected = CheckProtection $OU

    if ($isProtected -ne $null) {$report += $isProtected}

    

    #Lookup the child target objects in the parent container

    $objects = Get-ADObject -SearchBase $OU -SearchScope OneLevel -LDAPFilter $ldapfilter | Select-Object -ExpandProperty DistinguishedName

    $iSubSeqNo = 0

    $ObjCount = $objects.Count

    

    #check the protection of the child objects

    ForEach ($object in $objects)

    {

        $iSubSeqNo++

        $iSubpct = ([int]($iSubSeqNo/$ObjCount * 100))

        $SubActivity = “Analyzing object: “+ $object 

        Write-Progress -activity $SubActivity -status “Please wait” -percentcomplete $iSubpct -currentoperation “now processing object $iSubSeqNo of $ObjCount” -ParentId 1 -id 2

    

        $isProtected = 

        $isProtected = CheckProtection $object

        if ($isProtected -ne $null) {$report += $isProtected}

    }

        Write-Progress -activity “Analyzing object completed.” -status “Proceeding” -Completed -ParentId 1 -id 2

}

$report | Format-Table -Wrap

$report | Export-Csv -Path $csvFile -NoTypeInformation

Light version (without progress bar)

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<##############################################################################
Author: Peter Geelen Quest For Security  October 2016

 

https://identityunderground.wordpress.com

This script finds all AD objects protected by accidental deletions.

Credits: This script uses logic that has been developed by:

– Ashley McGlone, Microsoft Premier Field Engineer, March 2013, http://aka.ms/GoateePFE

– Source: https://gallery.technet.microsoft.com/Active-Directory-OU-1d09f989

LEGAL DISCLAIMER

This Sample Code is provided for the purpose of illustration only and is not intended to be used in a production environment.

THIS SAMPLE CODE AND ANY RELATED INFORMATION ARE PROVIDED “AS IS” WITHOUT WARRANTY OF ANY KIND, EITHER EXPRESSED OR IMPLIED,

INCLUDING BUT NOT LIMITED TO THE IMPLIED WARRANTIES OF MERCHANTABILITY AND/OR FITNESS FOR A PARTICULAR PURPOSE.

We grant You a nonexclusive, royalty-free right to use and modify the Sample Code and to reproduce and distribute the object code form of the Sample Code,

provided that You agree:

(i) to not use Our name, logo, or trademarks to market Your software product in which the Sample Code is embedded;

(ii) to include a valid copyright notice on Your software product in which the Sample Code is embedded;and

(iii) to indemnify, hold harmless, and defend Us and Our suppliers from and against any claims or lawsuits, including attorneys  fees, that arise or result from the use or distribution of the Sample Code.

 

This posting is provided “AS IS” with no warranties, and confers no rights. Use of included script samples are subject to the terms specified at http://www.microsoft.com/info/cpyright.htm.

##############################################################################>


#—————————————————————————–

#Source references


#—————————————————————————–


#Preventing Unwanted/Accidental deletions and Restore deleted objects in Active Directory

#abizer_hazratJune 9, 2009


#https://blogs.technet.microsoft.com/abizerh/2009/06/09/preventing-unwantedaccidental-deletions-and-restore-deleted-objects-in-active-directory/


#Windows Server 2008 Protection from Accidental Deletion

#James ONeill, October 31, 2007


#https://blogs.technet.microsoft.com/industry_insiders/2007/10/31/windows-server-2008-protection-from-accidental-deletion/


#—————————————————————————–

#Prerequisites: 


#this script only runs if you can load the AD PS module

#eg. run the analysis on a DC


#—————————————————————————–

cls

import-module activedirectory


#—————————————————————————–

#initialisation


#—————————————————————————–


#the CSV file is saved in the same directory as the PS file

$csvFile = $MyInvocation.MyCommand.Definition -replace ‘ps1’,‘csv’

$report = @()

#(*) Credits 

$schemaIDGUID = @{}


### NEED TO RECONCILE THE CONFLICTS ###

$ErrorActionPreference = ‘SilentlyContinue’

Get-ADObject -SearchBase (Get-ADRootDSE).schemaNamingContext -LDAPFilter ‘(schemaIDGUID=*)’ -Properties name, schemaIDGUID |

 ForEach-Object {$schemaIDGUID.add([System.GUID]$_.schemaIDGUID,$_.name)}

Get-ADObject -SearchBase “CN=Extended-Rights,$((Get-ADRootDSE).configurationNamingContext)” -LDAPFilter ‘(objectClass=controlAccessRight)’ -Properties name, rightsGUID |

 ForEach-Object {$schemaIDGUID.add([System.GUID]$_.rightsGUID,$_.name)}

$ErrorActionPreference = ‘Continue’

#(*)


#—————————————————————————–

#Functions


#—————————————————————————–

function CheckProtection

{

    param($obj)

    $path = “AD:\” + $obj

    Get-Acl -Path $path | `

    Select-Object -ExpandProperty Access | `

    Where-Object {($_.ActiveDirectoryRights -like “*DeleteTree*”-AND ($_.AccessControlType -eq “Deny”)} | `

        #(*)

        Select-Object @{name=‘Object’;expression={$obj}}, `

        @{name=‘objectTypeName’;expression={if ($_.objectType.ToString() -eq ‘00000000-0000-0000-0000-000000000000’) {‘All’Else {$schemaIDGUID.Item($_.objectType)}}}, `

        @{name=‘inheritedObjectTypeName’;expression={$schemaIDGUID.Item($_.inheritedObjectType)}}, `

        #(*)

        ActiveDirectoryRights,

        ObjectFlags,

        AccessControlType,

        IdentityReference,

        IsInherited,

        InheritanceFlags,

        PropagationFlags

}


#—————————————————————————–

#MAIN


#—————————————————————————–

#add the top domain

$OUs = @(Get-ADDomain | Select-Object -ExpandProperty DistinguishedName)

#add the OUs

$OUs += Get-ADOrganizationalUnit -Filter * | Select-Object -ExpandProperty DistinguishedName

#add other containers

$OUs += Get-ADObject -SearchBase (Get-ADDomain).DistinguishedName -LDAPFilter ‘(|(objectClass=container)(objectClass=builtinDomain))’ | Select-Object -ExpandProperty DistinguishedName


#if you don’t want to scan the builtin container use line below instead of line above


#$OUs += Get-ADObject -SearchBase (Get-ADDomain).DistinguishedName -LDAPFilter ‘(objectClass=container)’ | Select-Object -ExpandProperty DistinguishedName


#set the target objects types to investigate


#including users, groups, contacts, computers

$ldapfilter = ‘(|(objectclass=user)(objectclass=group)(objectclass=contact)(objectclass=computer))’


#$ldapfilter = ‘(|(objectclass=user)(objectclass=group)(objectclass=contact)(objectclass=computer)(objectclass=Foreign-Security-Principal))’


#not included: Foreign-Security-Principal, msTPM-InformationObjectsContainer, msDS-QuotaContainer, lostAndFound,

ForEach ($OU in $OUs

{

    #check the protection of the parent container

    $isProtected = 

    $isProtected = CheckProtection $OU

    if ($isProtected -ne $null) {$report += $isProtected}

    

    #Lookup the child target objects in the parent container

    $objects = Get-ADObject -SearchBase $OU -SearchScope OneLevel -LDAPFilter $ldapfilter | Select-Object -ExpandProperty DistinguishedName

    #check the protection of the child objects

    ForEach ($object in $objects)

    {

        $isProtected = 

        $isProtected = CheckProtection $object

        if ($isProtected -ne $null) {$report += $isProtected}

    }

}

$report | Format-Table -Wrap

$report | Export-Csv -Path $csvFile -NoTypeInformation


Disclaimer

LEGAL DISCLAIMER

This Sample Code is provided for the purpose of illustration only and is not intended to be used in a production environment.

THIS SAMPLE CODE AND ANY RELATED INFORMATION ARE PROVIDED “AS IS” WITHOUT WARRANTY OF ANY KIND, EITHER EXPRESSED OR IMPLIED,

INCLUDING BUT NOT LIMITED TO THE IMPLIED WARRANTIES OF MERCHANTABILITY AND/OR FITNESS FOR A PARTICULAR  PURPOSE.

We grant You a nonexclusive, royalty-free right to use and modify the Sample Code and to reproduce and distribute the object code form of the Sample Code, provided that You agree:

(i) to not use Our name, logo, or trademarks to market Your software product in which the Sample Code is embedded;

(ii) to include a valid copyright notice on Your software product in which the Sample Code is embedded; and

(iii) to indemnify, hold harmless, and defend Us and Our suppliers from and against any claims or lawsuits, including attorneys’ fees, that arise or result from the use or distribution of the Sample Code.

This posting is provided “AS IS” with no warranties, and confers no rights.

(Latest update: 2020-12-31)


Using Powershell to generate eventviewer statistics and event exports

During FIM health checks we need to have a good overview of the event viewer on the FIM Servers.
In almost any case the event viewer is a good measure of the server’s health.

The more red and yellow you see, the more errors and warnings, the more work you’ll have to get your server in a healthy state.

First goal is to have a general temperature of the health.
Second goal is to have the details to fix the issues.

I’ve created a Powershell to analyse the event viewer logs.

Instead of posting the Powershell in this blog, I’ve published it on TechNet Gallery, over here:

https://gallery.technet.microsoft.com/Powershell-Event-log-ab0ded45

There is a companion Wiki article with some guidance and configuration manual.

http://social.technet.microsoft.com/wiki/contents/articles/32204.powershell-event-viewer-statistics.aspx

In short, the Powerscript below is a modular script that offers following functions:

  • display the event log properties
  • analyse number of events per category
  • analyse number of events per severity
  • overview of error events with source, severity and sample message
  • detailed list of last event per eventID

You can configure the script:

  • choice of event logs
  • history length (period of events to report on)
  • enable/disable logging
  • enable/disable result export to file

 

Before you start

  • validate your script execution policy
  • copy the script to a separate folder where you can execute the script
  • validate the script parameters

Script configuration parameters

  • $enableLogging
    • $TRUE = create a transcript of the script during run (does not work in ISE)
    • $FALSE = do not create a verbose log
  • $ExportEnabled
    • $FALSE = do not export the result to file
    • $TRUE = export the results, statistics and event details to file
  • $EventLogList
    • Default: ‘System’,’Application’,’Setup’,’Forefront Identity Manager’,’Forefront Identity Manager Management Agent’
  • $startdate
    • Defines from which point in time the event logs must be analysed
    • HINT: on a system with a large size of event logs, it’s advised to limit the history to x days or x weeks. A large volume event log will impact the usage of script memory.

I’m more than happy if you would test the script and provide me feedback to improve the script.

 

Note-to-Self: #MIM2016 online documentation is live

Just got the news that the MIM 2016 online documentation is published.

You can find the Microsoft Identity Manager 2016 Developer Reference at: http://aka.ms/mim2016devref

It contains:

On TechNet you can find the MIM 2016 Technical Library at:http://aka.ms/mim2016techref