​Troubleshooting Outlook login Prompt Issues

​Below are some of the steps you can use to troubleshoot Outlook login Prompt Issues
Step 1: Download and Install Netmon on the PC having the issue
 
 
 
2)        Install Network Monitor on the appropriate server/client.
3)        Start the Network Monitor tool, there will be a shortcut on your Start menu under Programs. Right click and “Run as administrator” in elevated mode.
4)        From the “Tools” -> “Options” ensure that the Temporary capture file size is set to at least 200mb on servers.
5)        Start Netmon on the appropriate servers/client, and reproduce the issue.
a.        Click “Create New capture” on the left pane.
b.        Click the Play button “>” to begin the capture.
6)        Stop Netmon after the issue is reproduced by hitting the stop button.
7)        Upload the cap files.
 
Step 2:  Enable Outlook Logging
 
 
Enable Outlook Logging Client Side:
For Outlook 2007:
On the Tools menu, click Options.
On the Other tab, click Advanced Options.
Click to select the Enable mail logging (troubleshooting) check box in Outlook 2003 and the Enable logging (troubleshooting) check box in Outlook 2007, and then click OK two times.
 
For Outlook 2010:
On the File tab, click Options.
In the Outlook Options dialog box, click Advanced.
In the Other section, select the Enable troubleshooting logging(requires restarting Outlook) check box, and then click OK.
Exit and then restart Outlook.s
 
 
 
Step 3: Disable Encryption on outlook
 
a.Click Start, click Run, type control, and then click OK.
b.Double-click Mail, and then click Show Profiles.
c.Select your profile, and then click Properties.
d.Click E-mail Accounts, select View or Change Existing E-mail Accounts, and then click Next.
e.Select the Exchange account, and then click Change.
f.Click More Settings, and then click the Security tab.
g. Disable  the  checkbox “Encrypt data between Microsoft Office Outlook and Microsoft Exchange Server check box.”
h.Click OK, click Next, click Finish, and then click Close.
 
 
Outlook in Online Mode
 Turn Cached Exchange Mode off
1.       On the Tools menu, clickAccount Settings.
2.       On the E-mail tab, click the Exchange account, and then click Change.
3.       Under Microsoft Exchange server, clear the Use Cached Exchange Mode check box.
4.       Exit and restart Office Outlook 2007.
 
 
 
Step 5: Add host file entry on outlook client machine to single CAS server
 
 
 
 
Note: Before you run netmon, please contact an engineer on the support team so netmon on can be started on the cas server. The netmon trace needs to happen simultaneously
 
 
 
Step 6: Gather the ETL Log files & the capture files from Netmon
 
Note: Outlook generates a new ETL file each time you start Outlook with logging enabled. Therefore, it is important to control the repro scenario so you know which log file(s) to collect from the computer. Please don’t copy all the ETL files in the Temp folder.
 The log files are generated in the following format:
 OLKRPCLOG_<month>_<day>_<year>_<hour – 24 hr clock>_<minutes>_<seconds>_<index>.etl
 For example: OLKRPCLOG_09_06_2008_17_35_47_1.etl
 
 
Gather and upload the logs/trace files to Microsoft for analysis

Display date on Outlook items in Drafts Folder

​If you need to see the date items were added to the drafts folder, you will need to use a custom view and add modified date field to the view and sort by it
The default view uses sent date field, whcih is blank and displayed as none, because the message hasn’t been sent yet.
So follow these steps to add modified date to othe view
  1. Right click on the row of field names at the top of the message list, were it reads “Arrange By: Date”
  2. Choose View Settings (Outlook 2010) or Custom (Outlook 2007 and older)
  3. Click the Columns (or Fields) button to open the Show Columns dialog
  4. Select date/Time fields from the “Select available columns from” menu
  5. Click on modified and Add to add it to the view then close the dialog
  6. Click on modified column to sort by modified date

Permission issues Ex2013 shared calendar with Ex2010 mailbox

​​Scenario: A user with a mailbox in Exchange 2010 is getting permission errors in Outlook when trying to access and edit a shared calendar of a mailbox in Exchange 2013 even though the correct permissions are set for that Exchange 2010 mailbox. The error is:
“You do not have permission to veiw this calendar. Do you want to ask user to share his or her Calendar with you?”
Resolution: Enable Outlook to connect to Exchange using HTTP for the Exchange 2010 mailbox in the Outlook Profile
1. Start Outlook if not started already.

2. Navigate to your Outlook Account Settings:

a. Outlook 2013/2010: Click on File –> Account Settings–> Account Settings.
b. Outlook 2007: Click on Tools –> Account Settings.
3. Select your Exchange account, and then click Change.

4. Click More Settings, and then click the Connection tab.

5. Under Outlook Anywhere (Exchange over the Internet for 2007), select the Connect to Microsoft Exchange using HTTP check box.

6. Click Exchange Proxy Settings.

7. Make sure the following settings are set:
a. Enter the URL to connect to  proxy server for Exchange: https://mail.domain.com
b. On fast networks, connect using HTTP first,… is checked.
c. On slow networks, connect using HTTP First,… is checked
d. Proxy Authentication Settings is set to Basic Authentication.

8. Click OK to close each Outlook window.

9. Restart Outlook

10. If your are prompted for authentication, use the following:
a. username: domainusername
b. password: your password.

About AutoComplete Address Cache in Outlook

About Frequent contacts in Outlook
Outlook provides a cache of email addresses as you use them in new email messages. This cache, sometimes called a nickname cache, is intended to improve user productivity. As you type an address in an email address field, Outlook lists possible addresses matching the letters you’ve entered. Autocomplete is a productivity enhancement that shows an address as you start to type a common recipient address so you can select the address instead of typing it
 
 
Clearing the Auto-Complete Address Cache
Outlook has an auto-complete cache to help fill in recipient information when adding recipients. If you want to delete this auto-fill cache, you can delete individual items or the entire cache. You remove individual items by typing an address on the To line of an email, and when the auto-fill suggestion is displayed, press the Delete key.

Add X500 Alias to Mailboxes with Old LegacyExchangeDN Value

Scenario: A user receives a bounce message (Non Delivery Report/NDR) when emailing to an internal user that contains the following:
 
Delivery has failed to these recipients or groups:

John Test<mailto:IMCEAEX-_O%3DYOUR%2B20ENTERPRISE%2B20EXCHANGE_OU%3DEXCHANGE%2B20ADMINISTRATIVE%2B20GROUP%2B20%2B28FYDIBOHF23SPDLT%2B29_CN%3DRECIPIENTS_CN%3DJTest451a@domain.edu<mailto:3DJTest451a@domain.edu>>
The e-mail address you entered couldn’t be found. Please check the recipient’s e-mail address and try to resend the message. If the problem continues, please contact your helpdesk.

Cause: This issue occurs because the value for the LegacyExchangeDN attribute changed. The auto-complete cache in Microsoft Outlook and in Microsoft Outlook Web App (OWA) uses the value of the LegacyExchangeDN attribute to route email messages internally.
 
Resolution: Global Fix – Creating an X500 address based on the LegacyExchangeDN and adding it as an email alias to the recipients Exchange mailbox.
Copy/Extract the LegacyExchangeDN info from the NDR. This is located under the Generating Server portion. It looks like this:
 
Perform the following on that address:
•Replace any underscore character with a slash character /
•Replace +20 with a blank space.
•Replace +28 with an opening parenthesis character (.
•Replace +29 with a closing parenthesis character ).
•Delete IMCEAEX-.
•Delete @domain.edu.
Final Result: /O=YOUR ENTERPRISE EXCHANGE/OU=EXCHANGE ADMINISTRATIVE GROUP (FYDIBOHF23SPDLT)/CN=RECIPIENTS/CN=JTest451a
 
Take the final result and add this as an X500 alias for the receiving mailbox by performing these steps:
1. Open the properties of the affected mailbox in Exchange 2010.
2. Click on the Email Addresses tab.
3. Click the drop down menu next to Add… and select Custom Address.
4. In the Custom Address properties window:
i. Email Address: /O=YOUR ENTERPRISE EXCHANGE/OU=EXCHANGE ADMINISTRATIVE GROUP (FYDIBOHF23SPDLT)/CN=RECIPIENTS/CN=JTest451a
ii. Email Type: X500
5. Click OK out of all the mailbox windows and you are done.
 
Testing: You should be able to enter in the X500 into a new mail message and perform a check names. It should resolve to the users account.
 
 
Notes


Toolbar will not display

Standard Toolbar with file menu will not display. Below is how to force a reset on the toolbars

outcmd.dat

Keeps toolbar customizations. Resetting this will restore the Toolbar to default and recreates the icons that some add-ins might have installed.
  • Windows XP
    C:Documents and Settings%username%Application DataMicrosoftOutlook
  • Windows Vista, Windows 7 and Windows 8
    C:Users%username%AppDataRoamingMicrosoftOutlook

extend.dat

Keeps a registry cache of installed Exchange Client Extensions (ECE) add-ins and their status. Resetting this will force Outlook to retrieve the settings from the registry again and reset their status.
  • Windows XP
    C:Documents and Settings%username%Local SettingsApplication DataMicrosoftOutlook
  • Windows Vista, Windows 7 and Windows 8
    C:Users%username%AppDataLocalMicrosoftOutlook

Rebuilding search index

If you search for items in Microsoft Office Outlook 2007 and 2010 and do not receive the results that you expect, the indexing of your Microsoft Windows and Microsoft Office system data files (the search catalog) may not be complete.
Symptoms of an incomplete index include the following:
  • Partial or no search results are returned.
  • Items that you expect to appear based on your search criteria are not displayed.
You can rebuild the search catalog, which restarts the indexing of your data files. The search catalog is a file where all of your Outlook and Microsoft Windows items (data files) are indexed. To rebuild your search catalog, do the following:
  1. Exit Outlook.
  2. In Microsoft Windows, click the Start button, and then click Control Panel.
  3. Do one of the following:
    • Windows Vista Click System Maintenance, and then click Indexing Options.
Note In Classic view, double-click Indexing Options.
  • Microsoft Windows XP Under See Also, click Other Control Panel Options, and then click Indexing Options.
Note In Classic view, double-click Indexing Options.
  1. Click Modify, select the check boxes for the locations you want to index, and then click OK.
  2. Click Advanced.
  3. Click Rebuild.
  4. Restart Outlook