How to Keep Attachments When Replying in Microsoft Outlook.

Keeping attachments when replying to emails in Microsoft Outlook isn’t a built-in feature, but with a quick download and installation of an add-in, you can easily achieve this. In this guide, we’ll walk you through each step to make sure your attachments stay with your replies.

Key Takeaways

  • Microsoft Outlook doesn’t natively support keeping attachments when replying.
  • You’ll need to download and install a free add-in to enable this feature.
  • The guide includes easy-to-follow steps for installation and troubleshooting.
How to Keep Attachments When Replying in Microsoft Outlook

Step-by-Step Guide to Keeping Attachments When Replying

Downloading the Add-In

To keep attachments when replying to emails in Outlook, you’ll need to download a free add-in called “Reply with Attachment.”

Web page for downloading "Reply with Attachment" add-in.
  • Start the download: Click on the replywithatt-demo.zip file to start the download.

Note: After the creation of the video for this guide, I also stumbled upon another version of this Reply with Attachment Outlook Add-In by another creator, you can try it out if the first one doesn’t work for you.

Installing the Add-In

Once the file is downloaded, you’ll need to install the add-in.

  • Extract the files: Navigate to the downloaded folder, right-click on it, and select “Extract All.” This will create a new folder with the necessary files.
Extracting the downloaded add-in file.
  • Begin installation: Open the extracted folder and double-click on the application file to start the installation process.
  • Accept terms and install: Click on “Accept” and allow the installation to proceed. If required, download and install the .NET Framework.
Installation process of the "Reply with Attachment" add-in.
  • Complete installation: Follow the prompts, clicking “Next” until the installation completes. Once done, click “Close.”

Enabling the Add-In in Outlook

After installation, you need to enable the add-in in Outlook.

  • Restart Outlook: Close and reopen Microsoft Outlook to load the new add-in.
  • Verify add-in activation: If the “Reply with Attachment” button doesn’t appear, go to File > Options > Add-ins. Ensure that “Reply with Attachment” is listed there. If not, reinstall the add-in.
Outlook options window showing installed add-ins.

Using the Add-In to Reply with Attachments

Now that the add-in is installed, using it is straightforward.

  • Open an email with an attachment: Select an email that has one or more attachments.
Outlook email with an attachment ready to be replied to.
  • Click “Reply All”: Use the “Reply All” button and confirm that all of the attachments are included.
  • Note about the demo version: Since this is a demo version, a pop-up will appear every time you use the add-in, reminding you that you can purchase the full version. However, the demo will remain free forever.

Uninstalling the Add-In

If you decide you no longer need the add-in, uninstalling it is simple.

  • Access installed apps: Right-click the Start button, go to “Installed Apps” (or “Apps and Features” on Windows 10), and find “Reply with Attachment.”
  • Uninstall the add-in: Click the three dots next to the add-in, choose “Uninstall,” and confirm by clicking “Uninstall” again.
Uninstalling the "Reply with Attachment" add-in from Windows.

Conclusion

This guide has shown you how to keep attachments when replying in Microsoft Outlook by installing a simple add-in. It’s a quick solution that can save you time and effort when managing your email attachments. If you found this guide helpful, don’t forget to like the video and subscribe for more useful tips!


Frequently Asked Questions (FAQs)

What is the “Reply with Attachment” add-in?

The “Reply with Attachment” add-in is a tool for Microsoft Outlook that allows users to include attachments from the original email when replying to or forwarding an email.

Is the “Reply with Attachment” add-in free?

Yes, the add-in is free, but the demo version includes a pop-up reminder that you can upgrade to the full version.

Can I use this add-in with any version of Outlook?

The add-in should work with most versions of Microsoft Outlook, but it’s always best to check compatibility on the download page.

What if the add-in doesn’t appear after installation?

If the add-in doesn’t show up after installation, try restarting Outlook. If it still doesn’t appear, ensure it is enabled under File > Options > Add-ins.

How do I uninstall the add-in?

You can uninstall the add-in by going to your list of installed apps on your computer, finding “Reply with Attachment,” and selecting “Uninstall.”

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