Reply With Attachments


New! This add-in allows you to reply with attachments (or reply to all with attachments) saving you time by adding any attachments back onto replies you create.

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SKU: A83540 Category:


There is frequently a need to add an additional recipient to an email chain that includes important attachments, and that new person needs to see them. You can save each of the attachments, hit reply to all, pop it out (if you’re using inline mode), add the additional recipient, then remember to add the attachments back in (after you hunt for them).

Some people resort to forwarding the email to themselves then adding back in all the recipients plus any new ones. What a time waster! Plus what if you forget to add one of the recipients? Then you might have to edit the email body to remove all the forwarding indicators. Frustrating.

reply with attachments toolbar buttons

The two buttons added to your Outlook toolbar.

With this Outlook Reply with Attachments add-in, you can now simply click the reply to all with attachments button and the reply email will be displayed – with the attachments. One click – nothing could be simpler.

This Outlook Reply with Attachments add-in supports both a reply with attachments and a reply to all with attachments. It does this by adding two toolbar buttons right into your Outlook window, making it easy to invoke.

There are lots of times when it comes in handy to have attachments be in the reply:

  • When the attachments are needed for proper auditing of approvals
  • When you want to maintain a “paper trail” with the original attachment
  • When you want to speed up the process of adding a new participant to the thread
  • When you want to prevent each of the recipients from having to search for the original attachment

The reply with attachments toolbar button (as opposed to the reply to all with attachments button) is useful when you want to add comments to a PDF file that cannot be amended, or if you receive multiple quotes from the same company and you need to keep the attachment on the reply so that both parties know which quote you’re talking about.

If you save just two minutes with the use of this Outlook Reply with Attachments add-in per email, and you have to reply all with attachments to dozens of emails a day, day after day, you can see how quickly this add-in makes financial sense. Then think about all the time you’re saving for each of your recipients – now they don’t have to each search the entire email chain for that original email that holds the attachment.

Bonus Feature: Clicking the reply to all with attachments toolbar button will optionally put up a warning letting you know that you selected the reply to all – not the regular reply button, just like our Reply To All Monitor.

“I work in Accounting/Admin and this add-in is very helpful for me!”

– Mike Hamza, Las Vegas, NV

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Start becoming more productive today – download a free trial now!


  • Makes it easy to loop in someone new to the email chain
  • Saves time for you and the sender by knowing exactly which file you're talking about
  • Perfect for quick approval replies
  • Perfect for updating/reviewing/completing a document
  • Perfect for clear discussing of documents among several people
  • People don't have to search for the original email attachment
  • Keeps the attachment on for governance/audit trail reasons
  • 2 years of chat, email, and phone support
  • 2 years of free upgrades
"It is an excellent product and does just what it says it does."
- Trevor Marsh, Midland Computers
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  • Places two toolbar buttons in your Outlook email window
  • One for replying with attachments
  • One for replying to all with attachments
  • Reply to all optionally warns you (just in case!)
  • Easily enable/disable the add-in
  • Works with Office 365, Outlook 2019, 2016, 2013 (both 64-bit and 32-bit)
Add it to your cart by selecting the "Add To Cart" button.

*Click on the images to enlarge.

reply with attachments toolbar buttons

The two buttons added to your Outlook toolbar.

Reply to all warning prompt for reply with attachments

Optionally get a reply-to-all warning!

Reply With Attachments configuration settings

Simple configuration - just install and start using.

Download your copy immediately and start feeling more confident about sending email in minutes!


14-Day Trial Downloads

Version 8.0:
Version: 8.0
Last Updated On: 2022-10-05
For Windows 11, Windows Server 2016 or higher;
And Office 365, Outlook 2021, Outlook 2019, and Outlook 2016
Reply With Attachments for Microsoft 365/Office 365/Outlook 2021/2019/2016 (32-bit)
Reply With Attachments for Microsoft 365/Office 365/Outlook 2021/2019/2016 (64-bit)

Version 7.1:
Version: 7.1.7665.12309
Last Updated On: 2020-12-26
For Windows 10, Windows Server 2012 or higher;
And Office 365, Outlook 2019, Outlook 2016, and Outlook 2013
Reply With Attachments for Office 365/Outlook 2019/2016/2013 (32-bit)
Reply With Attachments for Office 365/Outlook 2019/2016/2013 (64-bit)

All downloadable add-ins:
View the list of all our downloads (in alphabetical order)


This add-in was originally developed under a custom contract by a firm that recognized the cost savings of having a convenient toolbar button to keep the attachments on the replies.

When you consider how many emails you get, with attachments, that require replies that you need to include the attachments for (for corporate compliance, governance, or audit trail reasons) - this add-in's time savings will quickly add up.

Note that we can build custom versions for your organization. This way, administrators can turn on/off the features altogether, or hide the configuration window, or move the toolbar buttons to a different location, etc.

Download your copy today and start getting more productive.

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