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As per the issue that messages stuck in Outbox, generally Outlook will work offline when switching network. It is suggested to choose Send/Receive Preferences Work Offline to toggle between offline mode and online mode. Sometimes the user may need to open the message and send it again, or choose Send/Receive. Regards, Yuki Sun. In case anyone had the same issue, here is how it was resolved: by installing the 'November Update' for Windows 10 (aka version 1511). This was really driving us mad. We`ve updated multiple machines from Windows 7 and 8 to 10 and then Outlook synced and received emails but could not send - all sent items would get stuck in Outbox (note: only occurred with EAS).

Symptoms

1. This is to prevent Outlook from sending email messages that are currently in the Outbox folder. After doing this you can then switch to Outbox, right-click the message, and select Delete. Step 4 Check the status of the server: You may have lost connections with the server, your server might be down and connections lost.
2. Emails stuck in Outlooks Outbox are only visible in Outlook. There is no copy of the same message on Office 365 OWA in the same folder. Each of those emails seem also not to appear in the Draft folder in OWA while still editing, although they are visible and editable in Outlook. All those emails are rather small (1-3k) with no attachments.

In Outlook for Microsoft 365, Microsoft Outlook 2016, or Microsoft Outlook 2013, you experience one or more of the following symptoms:

• New email messages aren't received.

• When you try to send an email message, it isn't sent. Instead, it remains in the Outbox.

• When you try to configure a new Outlook profile by using an IMAP account, you receive the following error message:

  Internal MAPI error: The profile does not contain the requested service. Contact your administrator.

• When you select File in Outlook 2016, the following warning messages are displayed:

  Metered Connection Warning
  We noticed the metered connection you're on may charge extra and this Office program might access online content. You may want to:

  • Tap or click the network icon and turn on Airplane mode to go offline
  • Connect to a WiFi or LAN network that isn't metered
  • Check the status of your data plan with your mobile operator

  Upgrade in Progress
  Your mailbox is currently being optimized as part of an upgrade to Outlook 2016. This one-time process may take more than 15 minutes to finish, and performance may be affected while the optimization is in progress.

Resolution

To fix these issues for Outlook for Microsoft 365, update your Office installation to version 2008 (Build 13127.20508) or a later version.

1. Open any Office application, such as Outlook or Word.
2. Select File, and then select Office Account or Account.
3. Check the version number that is listed under Office Updates. If the version is earlier than 2008, select Update Options, and then select Update Now.

For more information about update channels for Office 365 clients, see Update history for Microsoft 365 Apps (listed by date).

If updating the Office installation does not fix the issues, use one of the methods that are listed in the 'Workaround' section.

There is no resolution for Outlook 2016 and Outlook 2013 at this time. Use the appropriate workarounds for these products.

Workaround

For Outlook for Microsoft 365 and Outlook 2016

To work around these issues, try Method 1 first. If that doesn't fix the issues, try Method 2.

Method 1: Delete the SecurityManager key in the registry

The issues might be caused by the registry values under this subkey:

HKLMSOFTWAREMicrosoftOfficeClickToRunREGISTRYMACHINESoftwareMicrosoftSecurityManagerCapAuthzApplicationsEx

Delete the SecurityManager key and its subkeys in the registry.

Important

Follow the steps in this section carefully. Serious problems might occur if you modify the registry incorrectly. Before you modify it, back up the registry for restoration in case problems occur.

1. Exit Outlook.

2. Start Registry Editor.

   • For Windows 10, Windows 8.1, and Windows 8: Press Windows logo key+R to open a Run dialog box. Type regedit.exe, and then select OK.
   • For Windows 7: Select Start, type regedit.exe in the search box, and then press Enter.

3. In Registry Editor, locate the following subkey in the registry:

   HKLMSOFTWAREMicrosoftOfficeClickToRunREGISTRYMACHINESoftwareMicrosoftSecurityManagerCapAuthzApplicationsEx

4. Right-click the SecurityManager key, and select Permissions.

5. Select Advanced, and select the Replace all child object permission entries with inheritable permission entries from this object check box.

6. Select OK.

7. Select yes if you receive the following notification: 'This will replace explicitly defined permissions on all descendants of this object with inheritable permissions from <parent key>. Do you wish to continue?

8. Select OK.

9. Right-click the SecurityManager key, and select Delete to delete the SecurityManager key and the subkeys.

10. Exit Registry Editor.

11. Repair the Office application, and check whether the issues have been resolved.

Method 2: Stop third-party applications that access MAPISVC.inf file

These issues may also be caused by third-party applications that access MAPISVC.inf and prevent Outlook from setting up the Account Manager. To mitigate this situation, stop the applications and processes that may be affecting MAPISVC.inf.

Use Process Monitor to see the processes that are accessing MAPISVC.inf. If a process displays a SHARING_VIOLATION on MAPISVC.inf, it indicates that the associated application is likely to be responsible for the issues. For instance, RepMgr.exe (C:Program FilesConferRepMgr.exe) is an application that is known to cause these issues. Stop this process if you see it in Process Monitor.

Third-party information disclaimer

The third-party products that this article discusses are manufactured by companies that are independent of Microsoft. Microsoft makes no warranty, implied or otherwise, about the performance or reliability of these products.

For Outlook 2013

To work around these issues, try Method 1 first. If that doesn't fix the issues, try Method 2.

Method 1: Verify permissions in the registry

In some cases, the issues are related to a permissions issue in the registry. To determine whether this is the cause of the issues and then fix them, follow these steps:

1. Exit Outlook.

2. Start Registry Editor.

   • For Windows 10, Windows 8.1 and Windows 8: Press Windows logo key+R to open a Run dialog box. Type regedit.exe, and then select OK.
   • For Windows 7: Select Start, type regedit.exe in the search box, and then press Enter.

3. In Registry Editor, locate and right-click the following subkey in the registry, and then select Permissions:

   HKEY_CLASSES_ROOTInstallerComponentsF1291BD604B860441AB89E60BDEE0F9C

4. Under Group or user names, find your own user name or a group that you're a member of (such as Users or Administrators).

   If you're unsure about which groups your user account is a member of, follow these steps:

   • Open Control Panel.

   • From Category view, select User Accounts, and then select User Accounts again.

   • Select Manage User Accounts.

   • In the User Accounts window, find your User Name, and review the groups that are listed in the Group column.

     Note

     You may have to expand the Group column to view all the groups.

   • When you are finished, select Cancel.

5. If you do not see a group that you're a member of or your own user name listed in the permissions list, select Add, and then add your own user account.

6. Select OK.

7. Select your user name or the group that you're a member of.

8. View the permissions for your user name or group, and make sure that the Read permission has Allow selected.

9. Select OK.

10. Exit Registry Editor.

Method 2: Run a repair of Office

Follow the steps in the following article to repair your Office installation. This method is most appropriate for MSI-based installations of Office. To determine whether your Office installation is Click-to-Run or MSI-based, see the 'More information' section.

More information

To determine whether your Office installation is Click-to-Run or MSI-based, follow these steps:

1. Start Outlook.
2. On the File menu, select Office Account.
3. An Update Options item is displayed for Office Click-to-Run installations, but not for MSI-based installations.

Emails stuck in your outbox?

A common complaint of Outlook users is that their email send process takes too long, “hangs,” or traps messages in the outbox. Has that ever happened to you? We collected some troubleshooting instructions that should help you get your messages traveling smoothly again. These steps apply starting with Outlook 2013.

First step: try re-sending

Go to the Send/Receive tab and click Send All. You’ll see a dialog box showing the results of the process, and your email might exit the outbox. If that doesn’t work, move on to the following steps.

1. Make sure Outlook is online.

Outlook 2016 Hangs When Sending Email With Attachment

In your status bar at the bottom of your Outlook message, you’ll see a status of “Disconnected” or “Trying to Connect” that could explain why your messages aren’t sending. If your mail is hosted on an on-premise Exchange server, it’s possible that the local server is down–you may want to check with your admin. If you use Office 365, check your internet connection, wait a few minutes to make sure it’s not a momentary O365 outage, and try again.

2. Check your mail settings.

Are you sure your mail is supposed to send immediately? If you’ve set a rule to delay message sending, you will see your mail in the outbox for awhile.

3. Is your message being slowed down by a large attachment?

Outlook 2016 Stuck In Sending Password

Depending on the speed of your internet service provider, if you’ve attached a large file to your email message, you may see it sitting in the outbox because it’s simply taking awhile to send, and it may be blocking all subsequent emails from sending. (You can counteract this by using OneDrive for Business to collaborate on large files instead.)

4. Use the correct password.

If you recently changed your password, you’ll have to make sure Outlook “knows” the correct password. From the File tab, select Account Settings and Account Settings again. Select your account and click Change. Under Logon Information, in the Password box, type your new password.

5. Re-send directly from the outbox.

If your Outlook settings are configured a certain way, you won’t be able to send emails if you’ve opened or clicked on them after you’ve clicked send, i.e. if you’ve marked them as read from the outbox. If this is the case for you, open your email from the outbox, browse to a new folder so you won’t automatically re-mark it as read, and click Send on the stuck email.

Did these tips work for you? Let us know if you have any other solutions for those pesky stuck emails.

Updated for 2021