Attachment Issues

Fix Adobe Acrobat Send as Attachment Button Not Working in Outlook

Adam DavisAdam Davis Oct 28, 2026 870 views

Question details

Users are unable to use the 'Send as Attachment' feature in Adobe Acrobat or Reader to automatically attach a PDF to a new email in Microsoft Outlook.

Fix Adobe Acrobat Send as Attachment Button Not Working in Outlook
Product
Adobe Acrobat, Adobe Reader, Microsoft Outlook 2013
Device & OS
Windows 7, Windows 10
Scenario
Attempting to email a PDF document directly from the Adobe Acrobat or Reader interface via Microsoft Outlook.
Observed behavior
Clicking the 'Send as Attachment' button does nothing. Outlook does not launch, and the PDF is not attached to a new email draft.
Before you start

Ensure you have saved your current PDF documents and verify that you have administrative privileges on your Windows PC to install software updates.

Solution 1Recommended

Install the Latest Adobe Acrobat or Reader Update

Updating Adobe Acrobat or Reader to version 19.008.20074 or later contains the official bug fix for this Outlook attachment issue.

This issue was caused by a specific 2019 Adobe update that broke communication with Outlook 2013. Applying the patch restores the direct email functionality.

1
Open Adobe Software

Launch your currently installed version of Adobe Acrobat or Adobe Reader.

2
Check for Updates

Navigate to the top menu bar, click on 'Help', and select 'Check for Updates' from the dropdown menu.

3
Install and Restart

Follow the on-screen prompts to download and install update 19.008.20074 or newer. Once the installation is complete, restart the application and test the 'Send as Attachment' button.

Install the Latest Adobe Acrobat or Reader Update
Update Complete: After restarting, Acrobat should successfully launch an Outlook email draft with your PDF attached.
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Frequently Asked Questions

Why did the Acrobat Send as Attachment feature stop working suddenly?

The issue was triggered by a specific 2019 update pushed by Adobe, which inadvertently broke the software's ability to communicate with Microsoft Outlook 2013 on Windows 7 and Windows 10.

Do I need to update Microsoft Outlook to fix this attachment issue?

No, the bug is isolated to Adobe Acrobat and Reader. Upgrading to a newer version of Outlook is not required. Simply installing the Adobe update 19.008.20074 or newer resolves the problem.

Can I configure Acrobat to send emails through webmail instead of Outlook?

Yes, you can bypass Outlook entirely by configuring Adobe Acrobat to use webmail. Go to Edit > Preferences > Email Accounts, and add your Gmail, Yahoo, or other webmail account to send PDFs directly.