Microsoft Outlook for Mac – Known Issues [2024]

admin | outlook for mac | 5 minutes read | Last updated on October 29th, 2024,

There are few common issues related to Outlook for Mac that several Mac users face constantly. These can be fixed through installing latest updates, and in some cases using Troubleshooting. However, we have mentioned some issues that are frequently faced by users and even discussed the solutions that could help in resolving them.

Outlook is one of the commonly used email client applications that Microsoft developed to handle day-to-day emails. The email program help users in managing the email messages received from multiple sources under single platform. Even, it provides many benefits, which makes it a default email application for Mac users. But there are instances when users complained issues regarding Outlook for Mac showing sign-in error, Outlook calendar failed to sync, and other technical issues. In case you are encountering the same problems, then here we have discussed easy solutions for the same. So, without more ado, let us explore the issues and fixes in a comprehensive manner.

Issue 1. Reply, Reply all, and Forward Buttons are not working

Sometimes buttons such as Reply, Reply all, and Forward won’t work as expected. However, such issues can be solved by installing the latest Office version. And, to check for update and install, follow the steps discussed below –

Step 1. Open Office App like Word, go to Top menu, click Help and select Check for Updates.

Note. In case if Check for Updates option is not visible, then run the latest version of Microsoft AutoUpdate Tool and recheck for updates.

Step 2. Now, pick Automatically keep Microsoft Apps up to Date option to receive latest security measures and feature enhancements.

Step 3. Click Update in order to download & install pending updates.

Issue 2. Attachments & Inline Images failed when sending a signed or encrypted email by using a new Outlook for Mac

Sometimes, the new Outlook for Mac version will create a problem when sending a signed/encrypted email with attachments as well as inline images. However, the issue can be resolved after downloading Outlook for Mac builds 16.66.

Issue 3. Outlook for Mac Stops Responding as soon as user uses Search Option

Whenever a user tries to find necessary email through a search option, the new Outlook for Mac becomes unresponsive. This could be the consequence of recent service update that was intended to optimize users’ search experience. However, this intended optimization cause Outlook to stop working when a user tries to search specific query. But it can be fixed by “Reverting” the update. And as soon as the update gets reverted, the Outlook for Mac will then stop crashing.

Issue 4. Outlook for Mac crashes as soon as the email sync and during startup

Outlook for Mac crashes during email synchronization. It also gets crashed after adding another account. The same scenario happens while starting Outlook application, making no difference even when a calendar event is set with NULL OriginalStart property.

Additionally, a Microsoft Error Report will generate recommending users to update the client.

However, Microsoft has already released a fix in their latest client update version 16.7 or later. It is important to install Office updates to resolve crashing issue.

Issue 5. “Account Already Exists” Error Pop-up on Outlook Mac

The error “Account Already Exists” appears when adding mailbox to Outlook Mac. The error occurs when you try to add shared mailbox through main “Add email account” screen.

The issue can be resolved by undertaking few recommendations – first, close the error window and navigate back to the main account screen. Secondly, check if the main account is added or not. If it isn’t, then you need to do it before adding the shared mailbox.

When the main email account is added –

Choose Delegation and Sharing.
Click Shared with me.
Select plus (+) appearing at the top-left corner of the screen.
Click Add the shared mailbox.

Issue 6. Error -17099 or -3253 when trying to send email with attachment

When the email failed to send with an attachment and the error will appear on the screen – Outlook Error 17099 or Outlook Error. The issue can be due to the installation of Vulnerability Protection module by Norton Security 8.6.3 or newer. But, the issue can be resolved by introducing the release of Norton “hotfix”.

Issue 7. Outlook for Mac Not Opening Attached Files when Helper App is Running

Outlook for Mac sometimes encounter an error “filename.ext” not able to open as there is no permission given to open it. The error is caused due to the helper app running on Mac OS 11.6.6 update.

The error can be fixed by installing Mac OS 11.6.7 update. In case you failed to install it, then solve the issue by closing helper app screen. For instance, if you try to open PDF file that utilizes preview as a default option then quit Preview.

Issue 8. Not able to generate new signatures and the existing ones are absent in Outlook Mac

Once you install Office for Mac 16.63 update, you will not get the permission to create new signature by clicking the (+) icon and even you will lose the existing signature. The issue can be fixed by upgrading Outlook for Mac build 16.64.

Issue 9. When Outlook for Mac is updated, fields such as To, Bcc, Cc, etc. will become short

After Outlook for Mac is updated to 16.57, the issue will occur. The To, Cc, Bcc, and other fields will be shortened. However, by installing Mac Beta Channel 16.58 Version (Build 220106) will fix the problem.

Epilogue

In the article, we have discussed the issues that constantly give hardship to Outlook Mac users. The errors are common and can be fixed by upgrading Outlook for Mac or installing the latest version of Mac OS. However, if the solution discussed above does not prove useful, then go through MacMister OLM Converter for Mac application. The software seamlessly convert OLM files into 15+ popular saving options. It has the ability to export OLM files into PST, EML, CSV, Gmail, IMAP, Yahoo, Office 365, and more. It also has a free demo that can be used to experience the conversion of OLM files for free. Additionally, one can convert first 25 OLM files on Mac free of cost.