Outlook: Troubleshooting Common Errors in the Outlook Desktop App

Summary

This article provides some common fixes for Outlook Desktop App for both Windows and Mac users.

 

Environment

Windows Outlook Desktop App on Windows and MacOS.

 

Table of Contents

 

Issue - Unable to Connect to Email 

If Outlook Desktop fails to connect, try these steps before escalating the issue to the ET&S Help Desk.

 

Resolution - Unable to Connect to Email

If you are unable to connect or are prompted for your password repeatedly attempt the following options. After finishing one step, if it does not resolve the issue move on to the next.

I. Check for Updates

For Windows Users:

Step 1 - Open your Outlook Desktop App and go to "File".

Step 2 - Select "Office Account".

Step 3 - Select "Update Options" and choose "Update Now".

Step 4 - Check your Windows system updates as well.

Step 5 - After updating, restart your machine.

 

For MacOS Users:

Step 1 - Open your Outlook Desktop App and go to "Help" at the top.

Step 2 - Select "Check for Updates".

Step 4 - Check your MacOS system updates as well.

Step 3 - After updating, restart your machine.

 

Result 

Your Microsoft Outlook Desktop App should be connected. If not, try other fixes given below.

 

II. Remove and Reconnect Microsoft Accounts 

Step 1 - Remove the Microsoft account you are logged into.

  • For Windows Users
    • Open your Outlook Desktop App and go to "File".
    • Select "Account Settings" and choose "Account Settings..."
    • Select your account, then select "Remove".
  • For MacOS Users
    • Open your Outlook Desktop App. Select "Outlook" on the top, then select "Preferences".
    • Select "Account".
    • Under the accounts listing, select your USNH account and click the minus (-) button at the bottom of the list.

Step 2 - Restart your machine.

Step 3 - Adding your account back again.

  • For Windows Users
    • Open your Outlook Desktop App and go to "File".
    • Select the "Add Account" from the top left.
    • For your email address, enter your username@usnh.edu (fully qualified username, for example: jbd2519@usnh.edu).
  • For MacOS users
    • Open your Outlook Desktop App. Select "Outlook" on the top, then select "Preferences".
    • Select "Account".
    • Under the accounts listing click the plus (+) button at the bottom of the list.
    • At the Welcome Screen, Click "Add Email Account".
    • For your email address, enter your username@usnh.edu (fully qualified username, for example: jbd2519@usnh.edu).

 

Result 

Your Microsoft Outlook Desktop App should be connected. If not, try other fixes given below.

 

III. Running Microsoft SARA

Step 1 - Visit the Microsoft Support and Recovery Assistant webpage. 

Step 2 - Locate a scenario that best describes your situation.

Step 3 - Check out the "Recommended Solution" from the Microsoft.

 

Result 

Your Microsoft Outlook Desktop App should be connected. If not, try other fixes given below.

 

IV. Rebuild Your Outlook Profile

Step 1 - After running Microsoft SARA, you can rebuild your Outlook profile.

 

Result 

Your Microsoft Outlook Desktop App should be connected. If not, try other fixes given below.

 

V. Uninstall and Reinstall Office

Step 1 - Follow these instructions to uninstall your Office applications.

Step 2 - Follow these instructions to install your Office application.

Step 3 - Sign in with your username@usnh.edu (fully qualified username, for example: jbd2519@usnh.edu), password, and MFA as required.

 

Result 

Your Microsoft Outlook Desktop App should be connected. If not, contact the ET&S help desk for further assistance.

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Issue - Recover Deleted Items

If you have accidentally deleted important items, such as mail, contacts, calendar items or a public folder/public folder items, then you may be able to recover them by using tools within Microsoft Outlook.

 

Resolution - Recover Deleted Items

I. Restore from Deleted Items

Step 1 - For both Windows and MacOS users, Microsoft Outlook has the ability to recover deleted items Outlook Desktop App.

 

Result 

Your deleted items will be restored.

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Issue - Too many recipients in Outlook

The maximum number of recipients for an individual email through USNH IT mail servers is 300. If you try to send to more than 300 recipients in a single send, you will get an error similar to "This message wasn't delivered to anyone because there are too many recipients. The limit is 300."

 

Resolution - Too many recipients in Outlook

I. Reduce the number of recipients

Step 1 - The hard limit of recipients for a single email message is 300. Reduce the number of recipients for a single email to less than 300.

 

Result 

You are able to resolve this error message. If you need to increase the number of this limit try the next resolution.

 

II. Create a Distribution Group

Step 1 - Follow these instructions to create a distribution group.

Step 2 - Send your email using the distribution group.

 

Result 

You have successfully created a Distribution Group. The maximum number of distribution group members is 100,000 members, and the recipient rate limit is 10,000 recipients per day.

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Issue - Pop up with Error Message

You may see one of the following errors in a pop-up message on your screen.  See below for the corresponding resolution.

Message 1 - Microsoft Exchange Administrator has made a change that requires you to restart Outlook.

Message 2 - The file you're attaching is bigger than the server allows.

 

Resolution - Pop up with Error Message

Message 1 Resolution - Simply quit and restart Outlook, this message should disappear.

Message 2 Resolution - The max file attachment size for USNH emails is 35 MB. If you need to send a file larger than that, save it in OneDrive and send a sharing link instead.

You can always submit a support request, please fill out the Microsoft 365 Support webform with as much detail as possible, or contact the Technology Help Desk team on your local campus.

 

Result 

The error message should disappear.

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Workarounds

  • It is always recommended to try another device to check if issues persist such as a laptop, tablet, or phone with your USNH credentials.
  • The Microsoft Support and Recovery Assistant works by running tests to figure out what's wrong and offers the best solution for the identified problem. It can currently fix Office, Microsoft 365, or Outlook problems. If the Support and Recovery Assistant can't fix a problem for you, it will suggest next steps and help you get in touch with Microsoft support.

 

Further Readings

Office 365: Frequently Asked Questions (FAQ)

Outlook: Creating a new user profile for Outlook Desktop App on MacOS

Outlook: Creating a new user profile for Windows Outlook Desktop App

Microsoft Licensing: Uninstalling your Office Applications

Microsoft Licensing: Installing/Logging into Microsoft Office

Outlook: Managing Email Distribution Groups

Microsoft Support - About the Microsoft Support and Recovery Assistant 

Microsoft Exchange - Sending Limits  - from Microsoft.com

 

Need additional help?

For assistance concerning site creation, content sharing, file synchronization, or other common SharePoint, OneDrive, Teams, or Office app activities, we recommend our Microsoft 365 Learning sites:

Learn more about the great tools our Microsoft 365 Learning sites offer!

Visit the Technology Help Desk Support page to locate your local campus contact information or to submit an online technology support request.  For password issues you must call or visit the Help Desk in person.