File Sharing Problems

How to Fix Cannot Open SendNow Messages or Files in Outlook

Elise WilliamsElise Williams Oct 28, 2026 869 views

Question details

The user is unable to open SendNow messages or shared files that were sent from a particular computer or user account.

How to Fix Cannot Open SendNow Messages or Files in Outlook
Product
SendNow / Microsoft Outlook
Device & OS
not provided
Scenario
A recipient tries to open a shared file or message sent via the SendNow plug-in but the file fails to open.
Observed behavior
SendNow messages or shared files cannot be accessed or opened when sent using the Outlook plug-in from specific accounts or computers.
Before you start

Ensure you have a stable internet connection and verify whether the sender is using the Outlook plug-in or the web portal to send the files.

Solution 1Recommended

Use the SendNow Web Portal Instead of the Outlook Plug-in

Bypass the Outlook plug-in entirely by sending the file directly through the web interface to avoid plug-in syncing or compatibility errors.

Plug-ins within email clients can sometimes malfunction due to software updates, security settings, or syncing issues. Using the web portal ensures the file is uploaded and shared directly from the main server.

1
Open your web browser

Launch your preferred web browser and navigate to the official SendNow web portal.

2
Log into your account

Enter your Adobe ID credentials to access your online dashboard.

3
Send the file via the web portal

Upload your file directly on the website and send the message or link to your recipient from the browser interface instead of using Microsoft Outlook.

Use the SendNow Web Portal Instead of the Outlook Plug-in
High Success Rate: Sending files through the web portal usually resolves any issues caused by corrupted or outdated local email plug-ins.
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  1. 1. Download and Install: Get the free WPS Office suite from the official website and install it on your device.
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  3. 3. Generate a Sharing Link: Click the 'Share' button to instantly create a secure WPS Cloud link and send it directly to your colleagues.
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Frequently Asked Questions

Why do SendNow files fail to open when sent via the Outlook plug-in?

The plug-in may experience syncing errors or conflicts with Outlook's security settings, resulting in corrupted or inaccessible sharing links.

How do I share files if my email plug-in stops working entirely?

You can bypass the email client by logging directly into the file-sharing service's web portal through your internet browser and sending the file from there.

Can a corrupted computer user profile cause file sharing issues?

Yes, a corrupted operating system user profile can interfere with the correct functioning of installed plug-ins and applications, blocking proper file access and sharing.

What is the best alternative to using third-party email plug-ins for large files?

Using a robust office suite with built-in cloud capabilities, such as WPS Office and WPS Cloud, allows you to generate secure sharing links natively without relying on easily broken email integrations.