Full Fix: Outlook 2016 crashes when working with mail with attachment

Milan Stanojevic avatar. By: Milan Stanojevic
7 minute read

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Many users use Outlook 2016 as their default email client, but sometimes Outlook 2016 crashes when opening mail with an attachment. This can be a big problem for some users, so let’s see how to fix this issue.

Outlook crashes can be problematic, and speaking of crashes, here are some common problems that users reported:

  • Outlook 2016 crashes when opening PDF attachments – This issue usually occurs due to PDF add-in in Outlook. To fix the issue, simply disable this add-in and check if that solves your problem.
  • Outlook 2016 crashes when attaching files, saving attachments, adding attachment, opening attachments, sending email with attachment, viewing email with attachment – There are many attachment-related issues that can occur in Outlook 2016, but you should be able to fix them using one of our solutions.
  • Outlook 2016 crashes when opening email – Sometimes Outlook might crash as soon as you open an email. This is a big problem, but you might be able to fix it by starting Outlook in Safe Mode.

Outlook 2016 crashes when opening mail with attachment, how to fix it?


  1. Check your antivirus
  2. Share the attachment from a different program
  3. Install the latest updates
  4. Remove the problematic updates
  5. Disable Outlook add-ins
  6. Start Outlook in Safe Mode
  7. Reinstall Outlook
  8. Use webmail or a different email client
  9. Use System Restore

Solution 1 – Check your antivirus

Outlook 2016 crashes when opening PDF attachments

Having a good antivirus is important, but sometimes your antivirus can interfere with your system and cause Outlook 2016 crashes, especially when viewing attachments. This can be an annoying problem, and in order to fix it, be sure to check your antivirus and disable Email security features. If that doesn’t work, you might have to disable your antivirus altogether.

In the worst case scenario, you might have to uninstall your antivirus in order to fix this issue. If removing the antivirus solves the issue, you might want to consider switching to a different antivirus solution. There are many great antivirus tools on the market, but if you want maximum protection, we strongly suggest that you try out now Bitdefender.


Solution 2 – Share the attachment from a different program

According to users, Outlook 2016 crashes when trying to add an attachment to your emails. This can be a big problem, but several users reported a useful workaround. Supposedly, they had issues while attaching Word documents, but they solved the problem with a simple workaround.

According to them, they avoided the problem simply by opening the document they were trying to attach in Word. After doing that, they just had to choose to share the document as an attachment in Outlook.

This started Outlook with the document attached and the problem was permanently resolved. This sounds like a strange solution, but several users reported that it works, so you might want to try it out.


Solution 3 – Install the latest updates

If Outlook 2016 crashes when working with mail with attachment, you might be able to fix the problem simply by installing the latest updates. Outlook usually installs the missing updates automatically, but you can always check for updates on your own.

To do that, just do the following:

  1. Open Outlook 2016.
  2. Head over to File > Office Account > Office updates > Update now.

Outlook 2016 will now check for available updates and download them in the background. Once the latest updates are installed, check if the problem is still there.


Solution 4 – Remove the problematic updates

In some cases, problems with attachments and Outlook 2016 can occur due to a problematic update. If this issue started occurring after an update, it’s possible that this update is causing the issue. However, you can fix the problem simply by finding and removing the problematic update from your PC.

This is quite simple to do, and you can do it by following these steps:

  1. Use Windows Key + I shortcut to open the Settings app. When the Settings app opens, go to the Update & Security section.
    Outlook 2016 crashes when opening email
  2. Now select View update history from the left pane.
    Outlook 2016 crashes when adding attachment
  3. You should now see a list of all recent updates. Memorize a couple of recent updates and click Uninstall updates.
    Outlook 2016 crashes when opening PDF attachments
  4. Now you just have to double-click the update you want to uninstall. Follow the instructions on the screen to remove the update.
    Outlook 2016 crashes when opening email

After you remove the problematic update, check if Outlook is working properly. We have to mention that Windows tends to install the missing updates automatically so be sure to block Windows from installing the automatic updates.


Solution 5 – Disable Outlook add-ins

If Outlook 2016 crashes while working with mail with attachment, it’s rather likely that one of your add-ins is the problem. Add-ins provide extra functionality, and they allow you to connect Outlook with other applications in order to exchange information.


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Although add-ins can be useful, some add-ins can cause issues such as this tone to appear. To fix the problem, it’s advised to disable the add-ins. To disable the add-ins, you just need to do the following:

  1. Go to File > Options > Add-ins.
  2. Look for the Manage section, now click the Go button.
  3. When the dialog box appears, disable all add-ins and click the OK button.

After doing that, check if the problem is still there. If the problem doesn’t appear anymore, you need to enable add-ins one by one until you manage to recreate the problem. Once you find the problematic add-in, keep it disabled or remove it and the problem should be permanently resolved.

Several users reported that Skype for Business plugin caused the issue, but other plug-ins can cause this problem as well, so be sure to disable them all.


Solution 6 – Start Outlook in Safe Mode

Some users reported that they can’t start Outlook 2016 at all, and if that happens, you need to start Outlook in Safe Mode. Outlook Safe Mode uses the defaults settings and it keeps all the add-ins disabled, so if the problem is related to your add-ins or settings, the Safe Mode should help you with that.

To start Outlook in Safe Mode, you just need to do the following:

  1. Press Windows Key + R to open the Run dialog.
  2. Enter Outlook /safe and click the OK button.
    Outlook 2016 crashes when saving attachments
  3. Choose Profiles window will now appear. Click OK to start Outlook.

If Outlook manages to start in Safe Mode, it’s almost certain that one of your settings or add-ins is causing the issue. Keep in mind that starting Outlook in Safe Mode won’t fix your problem, but it’s a good way to troubleshoot the issue.


Solution 7 – Reinstall Outlook

If Outlook 2016 crashes while trying to open email with attachments, it’s possible that your Outlook installation is corrupted. This can be a problem, but you can easily fix it by reinstalling Outlook. There are several methods to do that, but if you want to completely remove Outlook, we suggest using an uninstaller software.

In case you don’t know, uninstaller software such as Revo Uninstaller will completely remove Outlook and all files and registry entries associated with it. By doing so, there won’t be any leftover files on your PC, and it will be as if Outlook was never installed.

Once you remove Outlook, install it again and check if the problem reappears.


Solution 8 – Use webmail or a different email client

Sometimes you just can’t fix certain issues, and if that’s the case, and Outlook 2016 is still crashing when working with attachments, perhaps you should try using webmail. Almost all email services have a web version available, allowing you to check your emails without an email client. This is just a workaround, but you can use it until you find a permanent solution to your problem.

If you’re not a fan of webmail, perhaps you want to try using a different email client. There are many great email clients available, such as Thunderbird or Mail app in Windows 10. However, if you want something more professional, and a proper Outlook replacement, we suggest that you check out eM Client.


Solution 9 – Use System Restore

If the problem with Outlook 2016 crashes is still there, you might be able to fix the issue simply by using System Restore feature. System Restore allows you to revert changes on your PC and fix various issues, and to use System Restore, you just need to do the following:

  1. Press Windows Key + S and type system restore. Select Create a restore point from the list of results.
    Outlook 2016 crashes when opening PDF attachments
  2. System Properties window will appear. Click the System Restore button.
    Outlook 2016 crashes when attaching files
  3. When System Restore window opens, click Next to proceed.
    Outlook 2016 crashes when opening email
  4. Check Show more restore points option, if available. Now you just have to pick the desired restore point and click Next.
    Outlook 2016 crashes when opening PDF attachments
  5. Follow the instructions on the screen to complete the restoration process.

After restoring your PC, check if the problem is still there.

Outlook 2016 crashes can be quite problematic and prevent you from working with attachments. However, we hope that you managed to fix the issue using one of our solutions.

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For various PC problems, we recommend this tool.

This software will repair common computer errors, protect you from file loss, malware, hardware failure and optimize your PC for maximum performance. Fix PC issues now in 3 easy steps:

  1. Download this PC Repair Tool rated "Excellent" on TrustPilot.com.
  2. Click “Start Scan” to find Windows issues that could be causing PC problems.
  3. Click “Repair All” to fix all issues with Patented Technologies (requires upgrade).

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