Many of the emails that you receive in Outlook contain attachments. If you forward the email to someone else, the attachment stays with the new email. However, when you hit Reply or Reply-All on the email, the attachment from the original email is not attached to the new email.
A client recently asked us: What can we do to keep the attachments with the replies?
You can obviously attach copy the emails manually to the new email but this is not what the client needed. As a large multi-national law firm, their lawyers needed a way to automatically attach the original files to the emails (so that they could refer to them in the replies).
The good news: This feature is available inside Outlook for users of ReplyGuard for Outlook and SendGuard for Outlook.
The Reply with Attachments Prompt
You can configure Outlook to display the following prompt whenever you Reply or Reply All to an email with attachments.
Now all users have to do is click Yes to create a Reply with the original attachments to it.
Configuring ReplyGuard/SendGuard to prompt for attachments
ReplyGuard is one of the components included in SendGuard. If you haven’t done so already, you can download and install SendGuard from here.
Click Standss Outlook Addins (on the Outlook Ribbon)
Click on SendGuard –> Settings.
Click Reply Guard to go to the relevant settings.
Change the Settings to Prompt and then click OK
The prompt will displayed automatically on emails with attachments when you click Reply.
Deploying the Outlook Attachment Prompt to Many Users in Your Organization
SendGuard is designed for single users as well as large enterprises. Settings can be preconfigured and deployed out to users using a customized MSI or ADMX file. The settings screen can also be locked/hidden so users cannot change or disable settings made by admins.
You can also try a fully functional demo of SendGuard (which includes ReplyGuard) by clicking below.