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Change Profile Settings To Sync Outlook If the number of items in the Server folder contains section (is same as) with that of in the Offline folder, your Outlook folders are properly synched. If the number of items differs in both the sections then, you will have to verify the profile settings. Microsoft Outlook - In order to revert back to a 15.xx version of Outlook, you'll also have to delete your Outlook profile. This will also delete your mailbox data stored on your computer. If you're a Microsoft 365, Outlook.com or Exchange mailbox users, you'll be able to re-sync your data after setting up your Outlook profile again once the.

Third-party email applications, like Microsoft Outlook, use either IMAP/ POP3 and SMTP protocols to send and receive email messages. It requires so many things to align perfectly in order to work properly with an email account. There may several factors that can interrupt the normal working procedure of Outlook for Mac. In that case, users face a common issue i.e., Outlook for Mac not sending or receiving emails and ask for the solution to resolve it just like above-mentioned user-query. Well, before trying to fix the issue, one needs to identify the cause. Thus, in this technical paper, we have compiled some most probable causes of Outlook for Mac not sending or receiving emails issue along with the troubleshooting techniques. So, let us begin now to find solution to fix Outlook 2016 Mac not sending emails .

Instant Tips to Troubleshoot Outlook for Mac not Sending or Receiving Emails

There are top 6 reasons due to Mac Outlook 2016, 2011 not sending or receiving emails. We will discuss this issue sequently with their ultimate resolution.

#1. Outlook for Mac is in Offline Mode Resolution

If Outlook for Mac is offline then, you cannot send or receive email messages. Hence, make sure Outlook is online.

1. Click on Outlook tab and verify that Work Offline option is unchecked

#2. Items from the Exchange Account Saved in Outlook cache.

If the cache gets corrupted then, it may occur synchronization issues with Exchange server. This issue generally occurs in Mac Outlook which interrupts the smooth working. Removing cache may help you to troubleshoot Outlook for Mac not sending or receiving emails.

Resolution: Empty Outlook cache so that Outlook for Mac can download all data items from the Microsoft Exchange account once again. Below are the steps for same:

1. Verify that your PC is connected to Exchange Server
2. Next, in the navigation pane, press the CTRL button and hit a right-click on Exchange folder from which you want to remove the cache, and click on Properties
3. Now, from the General tab, hit Empty Cache button
4. After emptying the cache, Mac Outlook will automatically start downloading the data items from the Exchange server

#3. Outlook is Not Linked With Server Running Exchange Server

Resolution: To check the Microsoft Exchange server connection, follow below-mentioned steps:

1. In your Mac Outlook application, click on Tools tab and select Accounts to fix Outlook for Mac not sending or receiving messages
2. Navigate to Exchange account that is situated in the left-side of pane. In case, if there is an issue with the connection then, the indicator icon will become orange in color
3. If you are connected to the account successfully before then, just try to connect with it from any other
4. Exchange application like Outlook on the web. Also, one can check the Exchange Server via connecting the Exchange Server administrator

#4. POP and IMAP Accounts Requires Authentication

POP and IMAP accounts are utilizing the outgoing mail (SMTP) server, which requires authentication.

Resolution: Few email services require the authentication for SMTP server. If you are sure that all your account settings are accurate and still you cannot send emails then, try to turn on the SMTP authentication.

1. Go to the Tools tab and click on Accounts
2. Now, in the left pane of Accounts wizard, choose the account
3. In the Outgoing Server section, click on More Options
4. Next, in the pop-up menu, choose the type of authentication and enter the credentials

#5. The ISP or Network Firewall Blocks Connections to SMTP Server

Resolution: Check that if your ISP/ network admin can give an optional SMTP server to use for the POP or IMAP account.

1. In case, if you already have the address of an alternate SMTP server then, enter it in the account
2. Click on the Tools tab and select Accounts
3. Now, in the left-side of Accounts wizard, choose the account
4. In Outgoing Server box, enter server name or address

#6: Account Settings or Credentials are Incorrect

Resolution: Make sure that the username, password, and all other settings are accurate in the account preferences section. Follow below mentioned steps to quickly fix Outlook for Mac not sending or receiving emails.

1. Click on the Tools tab and select Accounts option
2. In left pane of Accounts box, select the account
3. Eventually, verify that you have entered the right username, password, and email address
4. If still, your account does not work properly then, contact your email service provider for more details about
5. how to configure the account in Mac Outlook application. It is also possible that your account may need some special settings like SSL (Secure Socket Layer) for connecting or you have been override the default port.

Conclusion

If your Outlook for Mac not sending or receiving emails then, some solutions have been discussed in this article to resolve this issue. Well, most of the email difficulties users came across becomes related to the wrong or expired password, incorrect connection settings or due to a misbehaving email application. If no solution works for you then, try to remove your email account from the local machine completely. After that, re-add it and if you are using the Exchange or IMAP account, you will not lose your emails after doing that.

Frequently Asked Questions

It is because there might be a communication problem between Mac Outlook and outgoing mail server. This is the reason your emails get stuck in Outbox and Outlook is not able to connect with the mail server to send it.

The most likely possible reason behind this is incorrect SMTP authentication setting. The server will reject the email with a relay denied. And, this generally means that your SMTP authentication is disabled. So, to deal with this issue it is advised to turn on SMTP authentication.

1. Make sure that Mac Outlook is online
2. Deleting cache might be helpful
3. Check MS Exchange Server and Outlook Connection
4. Turn on SMTP Authentication

1. First of all, make sure that your PC is connected to MS Exchange Server
2. After that, press CTRL button in the navigation pane and right-click on the Exchange folder from where you want to delete cache files
3. Then, click on the Properties
4. Now, click on the Empty cache button from the General tab
5. After following above steps, Mac Outlook will automatically begin downloading the data items from the Exchange server

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The syncing issue between Outlook and Exchange Server is a very common problem. But, the best part is it can be fixed easily. The post explains several methods to resolve Mac Outlook not syncing with Exchange Server. So, keep reading till the end of the write-up.

Workaround Solution to Fix Mac Outlook Not Syncing With Exchange Server

The database for Outlook profile has been corrupted and there are chances that you have to build a new Outlook profile in Mac Outlook 2011.

How to Troubleshoot Outlook For Mac not Sync With Exchange Server?

Method 1: Moreover, users have to follow the below preventive measures to fix the issue regarding Mac Outlook 2011 not syncing with the Exchange Server:

1. End of all the Microsoft Office related processes. It is required to close all of them, for example, MS Word, etc.
2. Create a replica or backup of Office 2011 identities folder, which is present in “~/Documents/Microsoft User Data/Office 2011 identities/”
3. Hit on the Alt key while you click on Outlook to open it.
4. It will directly go into the Microsoft database utility mode, where you can recreate an identity (database)
5. Select the identity that is required. Generally, it is the main identity. Then, hit on Rebuild
   This step will take a while

In case, only one folder is not syncing, but other folders are synced properly. i.e. only previous day’s mails are present. However, the rules sending the emails to different folders are still getting new emails, then you can attempt “Empty the Cache”. This implies that you can re-sync the folder with the Exchange Server by following these steps:

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1. On the left-hand side panel of Outlook, right-click (or Control+Click) on the folder from the folder list
2. Then, select Folder Properties
3. Hit on Empty the Cache button located at the bottom of the screen.
4. This procedure will take some time depending on the amount of database.

Method 2: Troubleshoot Outlook 2011 Mac not Syncing With Exchange Server

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1. Exit from all the running applications
2. In your launcher, hold down option and then, click on Outlook
3. This will open the Outlook reindex tool. Choose your database and hit on hit on Reindex
4. You have to wait until it is done
5. Launch the terminal and write the following commands:
   • sudo mdutil -E /
   • …. wait until this procedure is complete
   • sudo mdutil -i on /
   • …. wait until this procedure is complete

Note: This will take a couple of minutes for the reindex to complete on Spotlight. The status can be viewed by clicking on Spotlight icon i.e. magnifying glass present at the top right-hand side corner.

Top Methods to Troubleshoot Outlook 2016 for Mac not Syncing With Exchange

In the higher editions of Mac Outlook not syncing with Exchange Server 2010 error occurs due to various reasons. The possible factors, along with the solutions are discussed here.

Cause 1: Outlook is in the offline state

Outlook For Mac Stuck On Determining Changes Date

Solution: Make sure that Outlook is working in online mode. This can be done by:
On the menu of Outlook, you have to ensure that the option of Work Offline is not selected

Cause 2: Outlook is not connected to the server that is executing MS Exchange Server

Solution: Make sure that the connections are properly established

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1. From the Tools ribbon of Outlook, select Accounts
2. Search for the Exchange account present in the left panel. In case, there is some issue with the Exchange connection, the indicator symbol will be orange
3. Then, try to establish a connection with another Exchange program, for example, OWA (Outlook Web Access). The status of the Exchange server can also be examined by contacting with the admin of Exchange Server.

Cause 3: Due to Corruption of Outlook Cache Mac Outlook Unable to Sync With Exchange

The data items from the Exchange Server are saved in the Outlook cache. If this cache is corrupted or damaged, synchronization issues can occur with the Exchange Server

Solution: Empty the cache in Outlook. Due to this, Outlook can download all the items from Exchange Server again.
Below-written steps are to be followed:

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1. Make sure that the computer is connected properly with the Exchange Server
2. From the navigation pane, select the Exchange folder for which cache has to be emptied. Then, Ctrl+click or right-click on that folder, and hit on Properties to fix Mac Outlook 2016 cannot connect to Exchange Server
3. Go to the General tab followed by clicking on Empty Cache.
4. Once the folder is empty, Outlook will automatically download the items from the server.

Suggestion: If the above-stated manual methods cannot fix Mac Outlook not syncing with Exchange server problem, then it is suggested that move from Mac Outlook to default email client application of Mac OS X i.e. Apple Mail with an automated tool like OLM Converter for Mac.

Final Words

Generally, Mac Outlook users face an issue regarding connectivity of the Exchange Server. It is observed in older as well as newer versions. The post explains multiple workaround solutions to fix Mac Outlook 2016 not syncing with the Exchange Server.

Outlook For Mac Stuck On Determining Changes Automatically

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