Attachment Issues

How to Fix Adobe Send File Errors in Microsoft Outlook

Olivia MillerOlivia Miller Oct 28, 2026 869 views

Question details

Users are encountering errors when attempting to send files through the Adobe Send add-in within Microsoft Outlook, specifically when attaching files around 40 MB in size.

How to Fix Adobe Send File Errors in Microsoft Outlook
Product
Microsoft Outlook
Device & OS
not provided
Scenario
Sending large PDF files as email attachments using the Adobe Send integration in Microsoft Outlook.
Observed behavior
Adobe Send reports an error for every sent file, likely because the 40 MB file size exceeds the maximum email attachment or service limits.
Before you start

Verify the exact file size of the PDF you are trying to attach. Standard email providers and servers typically enforce a strict 20 MB to 25 MB size limit for incoming and outgoing attachments.

Solution 1Recommended

Test Attachment Limits and Compress the PDF

Determine if the error is caused by file size limits by testing a smaller file, then reduce the original PDF size.

Most email servers reject messages that exceed 25 MB. By testing a smaller file, you can quickly verify if the Adobe Send error is strictly size-related.

1
Send a small test file

Attach a small test file, such as a 1 MB PDF, to a new email in Outlook using Adobe Send and attempt to send it.

2
Verify the test email

If the small file sends successfully without errors, your original 40 MB file is too large for the current email limits.

3
Reduce file size

Open your original large PDF in a PDF editor and utilize the 'Compress PDF' or 'Reduce File Size' feature to shrink it below 20 MB.

4
Resend the compressed file

Re-attach the newly compressed PDF to your Outlook email and send it using Adobe Send.

Test Attachment Limits and Compress the PDF
Compression limits: If your PDF contains high-resolution images, you may need to compress it significantly. Ensure the text remains legible after compression.
Manage and Share Large PDFs Easily

Compress and Share PDFs Seamlessly with WPS Office

Avoid Outlook email attachment limits by using WPS Office. Our built-in PDF tools allow you to highly compress your files or generate secure cloud-sharing links directly from the application.

  1. 1. Open your PDF: Launch WPS Office and open your large PDF file.
  2. 2. Select Compress PDF: Navigate to the 'Tools' tab on the top ribbon and select 'Compress'.
  3. 3. Choose compression level: Select your desired compression level to shrink the file size below 20 MB, then save the new file.
  4. 4. Create a sharing link: Alternatively, click the 'Share' button in the top right corner to instantly generate a secure cloud link.
  5. 5. Paste link in email: Copy the generated link and paste it directly into your Outlook email draft.
Easily compress large PDFs without significant loss of document quality.Generate fast, secure cloud-sharing links for files of any size.Fully compatible with standard PDF files and all Microsoft Office document formats.Lightweight software suite for all your daily document needs.
microsoft office alternative - wps office

Frequently Asked Questions

What is the maximum attachment size for Microsoft Outlook?

For most internet email accounts (like POP3 or IMAP), Outlook enforces a combined attachment limit of 20 MB. For Exchange accounts, the default limit is typically 10 MB to 25 MB, depending on the server administrator's settings.

Why does Adobe Send fail with 40 MB files?

While Adobe Send itself might handle larger files depending on your subscription, the email server you are using to send the message in Outlook often restricts outgoing emails to 20-25 MB, causing the message to bounce or fail.

How can I send a file larger than 25 MB in Outlook?

To send files exceeding the 25 MB limit, you should upload the file to a cloud storage provider (such as OneDrive, Google Drive, or WPS Cloud) and insert a shareable link into the body of your email message.