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PDF file won't attach to yahoo email

New Here ,
Feb 18, 2023 Feb 18, 2023

Hi.

Im having trouble attaching a PDF file to my Yahoo email. 

Im using a Lenovo PC, Windows 7. 

When I attach the file, it won't attach. The attachment appears with a red exclamation mark on it, as shown in the screenshot below.

The attachment is not too big to attach.  I can send it via the MyMail app with my yahoo email. 

Solution? 

 

TOPICS
General troubleshooting , PDF forms
36.2K
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Community Expert ,
Feb 19, 2023 Feb 19, 2023

Hi,

 

I would say to check first if you are missing any recent updates to Mozilla Firefox. Worst case scenario, uninstall and reinstall Firefox (or manually reset that web browser).

 

You may also want to try with your other web browser Goodgle Chrome; just for troubleshooting purposes.

 

If it works with Google Chrome, we can narrow down the problem with Mozilla Firefox.

 

But your screenshot is cut off and I can't tell if you're using any add-ons or privacy extension that may be blocking it.

 

As I don't see that your issue doesn't pertain to Adobe Acrobat Pro or Adobe Reader, have you contacted Yahoo! support and see if they aware of this behavior?

 

 

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New Here ,
Feb 19, 2023 Feb 19, 2023

Hi.

  • I have tried using Internet Explorer, Google Chrome, Mozilla Firefox on a Windows 7 Lenovo PC. Nothing has worked. 
  • I have tried attaching the same PDF to my Windows XP compurer, and it attaches with no problems . 
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Community Expert ,
Feb 19, 2023 Feb 19, 2023

So, is this happening with every and any PDF that you try to attach or just that one particular PDF?

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New Here ,
Feb 19, 2023 Feb 19, 2023

Hi. 

Just this particular PDF to my knowledge. 

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Community Expert ,
Feb 19, 2023 Feb 19, 2023

If you are accessing this Yahoo! mail service via web browsers that are on old and unsupported versions of Microsoft Windows, see if  switching back to Classic Yahoo mail do the trick.

 

Meanwhile, can you share a copy of that file with no sensitive data on it; I can take a look at it and verify if it is an actual problem with that PDF.

 

NOTE:

 

What software produces your PDFs? Do you have Adobe Acrobat Pro or Adobe Reader?

 

 

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New Here ,
May 03, 2023 May 03, 2023

I have the same issue with a digitally signed pdf, Yahoo mail doesn't let me send it, it shows a red question mark, any other pdf is ok, that one not. I needed to send it through g-mail, or scan it to pdf and send it. it worked that way. 

There must be something in some pdf files that Yahoo mail see as a threat and block them.

 

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New Here ,
May 03, 2023 May 03, 2023

I have the same issue. Yahoo mail is not allowing me to attach PDFs. A red exclamation point appears....every time. Word docs attach. Photos attach occasionally, but typically get the exclamation mark too. 

 

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New Here ,
Sep 02, 2023 Sep 02, 2023

It's the PDF Plug in...Chrome Extension that interferes. I had the same issue forever and it drove me nuts. People all over various forums would say 'its AV" or Reboot...all kinds of stuff. Had nothing to do with it.

you can modify the chrome extension, or even go into the advanced site settings of chrome and then go to privacy and security---site settings---pdf---and toggle it to say default behaviour "download PDFs'.

there is something about yahoo when attachming a pdf that it thinks it needs to open it...Hence the error message about not saving as a draft.

Once I did that, all worked like a charm.

If that doesnt help you, disable your PDF extension 

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New Here ,
Jan 26, 2024 Jan 26, 2024

This worked perfectly (setting to download PDFs) for me. Thank you!

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New Here ,
Jan 30, 2025 Jan 30, 2025

Unfortunately this fix worked until recently. Now, even with the toggle on to say download pdfs, it's just not playing ball. Any other suggestions?

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New Here ,
Jan 30, 2025 Jan 30, 2025

UPDATE

 

I've now found out that if you go to Privacy and Security in chrome settings, go to Permissions, then for Automatic Downloads, click ASK. This should then make things ok

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Community Expert ,
Feb 02, 2025 Feb 02, 2025

@cherie_5765  thank you for updating !

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New Here ,
Mar 28, 2025 Mar 28, 2025

I am having the same issue of not being able to attach files

but I use Microsoft edge, will this fix work with that browser?

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New Here ,
Aug 01, 2025 Aug 01, 2025
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