15-09-2021

Outlook 2016 For Mac Stuck In Sending

Email messages in MS Outlook sometimes get stuck in Outbox which depicts that the message has not been sent. Outlook users usually complaint that they have clicked on send/receive button, but in spite of moving to recipient those emails are staying in Outbox. Below are the several discussed reasons for the mail getting stuck in Outlook Outbox:

  • Your mail might be having an extra large attachment, which crosses the limit size for sending the mail.
  • MS Outlook is set to work in offline mode with 'Work Offline' option.
  • The message that got stuck into the Outlook Outbox is actually not sent due to any technical error.
  • Issue may occur regarding authentication settings, Outlook account authentication problems with the mail server.

When the installation is completed, click Close to close the dialog box and you should find Office 2016 (including Word, PowerPoint, Excel, and Outlook) in the Launch Pad and Application folder. When you start Outlook for the first time, it will ask you to add account or import old settings. Use a web browser to see whether you can access Internet sites. If you are on a local network, see if you can access intranet sites. For information about checking the status of your network connections, see Mac OS Help. Solution: Verify that Outlook is online. On the Outlook menu, make sure that Work Offline is not checked. Outlook for Mac is in Offline Mode Resolution. If Outlook for Mac is offline then, you cannot. If Outlook is not sending only some Outbox emails, make sure you don’t have the habit to preview / open / click on Outbox emails: your Outbox emails should be unread (marked with bold & italic) otherwise Outlook will not send the email and it will be stuck in your Outbox folder. Check your Outbox emails. If Outlook is disconnected or not online when you send the email, then the email will be stuck in the outbox. Your antivirus can scan the emails that you are sending causing them to be stuck in your outbox. What To Do When Outlook Email Stuck In Outbox. As mentioned above, there can be various causes for this issue.

No matter what problem is associated with the MS Outlook it can be solved by using the recommended solutions below. These methods are applicable for all versions of MS Outlook including 2003 to 2013. Use appropriate method as per your requirement.

How Will You Resend Message Stuck In Outlook Outbox?

Need: This method is applicable for the mails you have sent but are stuck in Outlook Outbox, i.e they still are not sent. And to check whether the mails have been sent or not, move to the sent items folder. If the sent mail is found in sent items folder, then there no need to resend the mail, but if it is not found there, then proceed with the following steps.

Method:

  • Go to Outlook Outbox. The message will appear in right panel, drag the message from Outbox to Drafts folder.
  • Now move to the Drafts folder. Open the mail you have just transferred from the Outbox, and click on 'Send' button. Now the dangling message or stuck mail is sent and hence no message will appear in the Outlook Outbox.

How Know How to Remove Stuck Email From Outlook Outbox?

Need: If it has been noticed for a certain period of time that a message is being stuck in the Outbox and you want to completely remove it from there, then in that case follow the below suggested method.

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Method:

  • Move to the Outbox folder in Outlook.
  • Select the mail you want to remove, make a right click and press 'Delete'.

In case the previous primary solutions didn't work for you, then this email message has seriously got stuck in your MS Outlook Outbox and requires some advanced treatment to be removed. Follow the below given steps in case the above mentioned methods fails to delete the mails stuck in Outlook Outbox.

Check 'Work Offline' and Then Remove Stuck Message

Outlook 2016 For Mac Stuck In Sending Email

  • For Outlook 2010 and 2013: Go to 'Send/Receive' tab and click 'Work Offline'.

Note: For Outlook 2007 and 2003: Go to 'File' and check 'Work Offline'.

  • Now close Microsoft Outlook.
  • Open Windows Task Manager by pressing CNTRL+SHIFT+ESC. In this window, move to the Processes tab and check whether the Outlook.exe file is still running in the background or not. If it is, then select the current running Outlook process and click on 'End Process' button.
  • Again, start Outlook program.
  • Open the Outlook Outbox and click to view the mail that has been stuck into it.
  • As per your requirement, either delete or move the email message to the Drafts as done before.
  • Remove the attachment if the size of the attachment is more than 15mb. Or compress attachment (Zip), then attach it into your mail.
  • Now activate Outlook once again by clicking once again on 'Work Offline' button.
  • Click 'Send/Receive' in order to check if the message has gone or not.
Outlook 2016 For Mac Stuck In Sending

In case the email message is still stuck then there must be some internal problem with MS Outlook or its storage Data files i.e. PST. At the end, it is recommended to check your internet connection, if there is slow internet connection with less bandwidth, then the process of sending email can be slow and you should wait patiently in such situation. Email stuck in Outbox Outlook can be an indication of PST file having some issues. The problems can also be associated with corruption in PST file and thus you should always keep a check on PST file size. If this problem is associated with slow Outlook processing or other error messages, then you can go for a professional tool like Outlook PST Repair which solves PST corruption issues along with solving this “mails stuck in Outlook Outbox” issue.

Outlook for Mac provides Exchange connectivity in a Mac environment. It facilitates offline working in an Exchange environment. Outlook for Mac facilitates offline working in an Exchange environment. Synchronization between the server and client application is done so that whenever there is any modification in the Server-side or client-side, the change gets updated on the other side. Sometimes, this synchronization process gets affected partially or fully. Due to this, mailboxes are not updated on the server-side as well as on the client-side.

Prominent Reasons Behind this Synchronization Issue

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Many Outlook for Mac users face this issue, and so we need to realize the causes behind it. We have stated them here:

  • Offline Mode: Your Outlook for Mac is in offline Mode
  • Failed to Connect: You failed to connect Outlook for Mac with the Exchange Server
  • Cache Issue: Your Outlook Cache is corrupted
  • Settings: Settings are not accurately configured
Fixing “Outlook for Mac not syncing with Exchange Server” issue

Outlook 2016 For Mac Stuck In Sending Email Address

Now, as you have got the main reasons behind the issue, we will provide you some ways to get out of this issue.

Read Also: What Outlook for Mac Users can do when their Exchange mailbox is full?
  1. Check Offline Mode
    It is the most basic check that you can perform before pursuing any other method. Go to the Outlook menu and check if the Work Offline option is selected or not. If selected, unselect it and check if the synchronization is better now.
  2. Rebuild the Outlook for Mac File
    To fix this issue, you should perform the troubleshooting as explained here.
    Firstly, close all the Outlook for Mac related processes currently running on the system. Take a backup of the Identities folder of Outlook for Mac in C drive. Then click on Outlook application with Alt key on hold to start the Microsoft Database Utility app. Here, select the identity which you want to recreate and click the Rebuild option to create it. Wait until the process gets completed.
  3. Clear Cache in Outlook
    This method works when any specific folder is not synchronizing, but the rest of the Exchange folders are synchronizing with the Outlook. Here is the fix.
    First, ensure that there is a connection between Outlook for Mac and Exchange Server. Right-click on the respective Exchange folder which is not synchronizing and click on the Properties option. Now, switch to the General tab and click on the option Empty Cache. Next, check if the folder is synchronized and new items are received in it.
  4. Confirm Exchange Connectivity
    The issue can be due to error in connection of Outlook with the correct Exchange Server. You should check it once to confirm if this is the issue. Follow this process:

    Go to Tools > Accounts in your Outlook for Mac and check over the Exchange Account. If there is an orange indicator against the added Exchange account, then it means there is some issue with it. You can try disconnecting it and re-configuring it. Try connecting it with Outlook on the web and check the status of Exchange Server now. If everything is fine, connect the desired server again.

Outlook 2016 For Mac Stuck In Sending Text

The above methods are easy and can solve the synchronization issue between Outlook for Mac and Exchange Server. You can give these solutions a try and get rid of that unwanted situation quickly.

How to Retrieve Inaccessible Outlook for Mac Data?

If you are still not able to fix the issue with your Outlook for Mac data file, you can think of converting the OLM file to PST and recover its data. For this, we bring the most promising OLM Converter tool – Kernel for OLM to PST Converter tool, which converts OLM file to Outlook 2019, 2016 & 2013. It also allows users to make secure migration from OLM to Exchange Server and cloud-based platform of Office 365. The tool provides many filter options for users to move only specific data to the destination. Also, it provides complete support to all Outlook for Mac versions including Outlook 2016 for Mac. Kernel for OLM to PST provides the easiest way to retrieve the inaccessible Outlook for Mac data.

You may better understand the OLM to PST conversion process by going through the steps of the tool.

Outlook 2016 For Mac Stuck In Sending Text

  1. Run Kernel OLM to PST Converter and use Browse or Search (for automatic search in the selected system drive) option to add the desired number of OLM files for conversion purposes. Click Next.
  2. After scanning the files, select any mailbox item and view its preview. Now, click the Save option.
    Note 1: You can save file items in multiple formats by right-clicking and selecting the required option.
    Note 2: With the Find option on the Toolbar, you can perform a deep search for any mailbox item using multiple filters and options.
  3. Choose PST File (MS Outlook) option. Click Next.
  4. Add filters like email metadata (From, To, Subject), Item Type, and Date Range as required and click Next.
  5. To manage the converted PST file size, you can use the Split option and also can add a prefix to the store name.
  6. Browse and add the saving path location for the converted PST file and click Finish.
  7. The conversion process will get started and soon completes with a confirmation message.
    So, conversion of OLM to PST file is quite handy with the Kernel OLM to PST Converter software. You can now access these PST files in Outlook.

Final Words

Due to the Exchange synchronization issue, Outlook for Mac users may not have the updated information in their mailboxes. This issue can be fixed in many ways – by checking offline mode, rebuilding the Outlook for Mac file, clearing Cache in Outlook, confirming Exchange connectivity, etc. However, if all these methods fail to fix the issue, they can think of recovering Outlook for Mac data using an OLM to PST converter. It is the most reliable way to fix all Outlook for Mac issues.

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