Can’t Send Attachments in Yahoo Mail? 10 Methods to Resolve the ‘Yahoo Mail Can’t Attach Files’ Issue

It’s been 25 years since Yahoo Mail was born. It’s always been around and is everyone’s favorite email service to send and receive emails. However, despite the fact that it has always been at the forefront of providing cutting-edge technology and enhanced user experience to its users, it is not immune to flaws. Many times, people have faced problems with their Yahoo Mail and this time ‘Yahoo doesn’t send emails with attachments.’

Despite features like automatic mail forwarding, some users are unable to send attachments from their Yahoo mail. This problem has become more common in recent times and more and more people are encountering it.

There can be any number of reasons why you can’t add attachments in Yahoo Mail. It could be a technical glitch on the part of Yahoo or simply a case of the filename not being in the correct format.

Whatever the reason for the problem, the solutions are simple. So, if you are unable to attach files in Yahoo Mail, immediately refer to the article below which outlines 10 simple methods that can immediately solve this problem.

Check file name

If you’ve added special characters like slashes, dollar signs, hashtags, asterisks, etc., that’s why you can’t send attachments in Yahoo Mail. This is because Yahoo doesn’t accept files with special characters in their names.

So, if your attachment name has any such characters, rename it and then try uploading it again in your email. If you don’t see the Yahoo Mail attachment’s exclamation mark near the filename, you’re ready and able to send an email with an attachment.

Additionally, you may not be able to send files with an unknown file extension/file type or an extension that Yahoo doesn’t recognize. It will flag them as malicious to prevent any virus transmission. To prevent this, you can try sending files in commonly used formats like .pdf, .png, .txt, etc.

Notes on File Size

As is the case with any other email service provider, Yahoo Mail also has a limit on the size of files you can attach to emails. In Yahoo, you can attach files up to 25 MB in total. So, if you’re attacking files with emails that exceed the specified limit, Yahoo Mail won’t attach the file and won’t let you compose or send Yahoo emails.

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To work around this, you will have to reduce the file size. You can do this using any of the free online tools available to compress the file size or convert the document to a ZIP file.

After you have compressed the file size to less than 25 MB, you can try attaching the file to the email. If your Yahoo Mail can’t attach files, move on to other solutions.

Use a Compatible Browser

If you’re still wondering why I can’t attach files in Yahoo Mail, it could be because you’re using a browser that doesn’t work well with it. Yahoo has specified a number of browsers that are compatible with it and the best when accessing Yahoo Mail on a browser are Google Chrome, Mozilla Firefox, Microsoft Edge and Safari.

So, if you see a red Yahoo Mail exclamation mark on an attachment, it’s a sign that you can’t add an attachment. To work around this issue, switch to one of the browsers listed above and sign in to your Yahoo email account to send the email with the files.

Also, make sure you’re using the latest version of the compatible browser that you’re using to access your Yahoo email account.

Enable JavaScript in Browser

JavaScript is a computer language that runs the web. All the actions you can perform through Yahoo Mail are made possible by JavaScript.

In your browser, there is an option to enable or disable it. So if you accidentally turn it off, you can’t attach files in Yahoo Mail.

By following your respective browser’s instructions to access the JavaScript option on it, you can enable it and then try adding attachments to your email.

Disable unnecessary/malicious extensions

Malicious extensions, downloaded in your browser from untrusted sources, can prevent you from attaching files in your Yahoo Mail. It could be due to malware contained in them.

Furthermore, ad-blocking browser add-ons are also sometimes the cause of the ‘Yahoo Mail not allowing attachments’ problem.

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The only way to overcome this difficulty is to disable the extensions one by one and then try to add the file to the email to find the culprit. And once you’ve found the impersonation extension, delete it permanently from your browser.

Clear your browser’s cache and cookies

Old and corrupted browsing data stored in your browser can also be the reason why your Yahoo Mail is not attaching files.

The problem seems complicated, but the solution is relatively simple. You simply go to your browser settings and clear your browser’s cookies and cache files, along with your browser history.

Doing so will offload all data stored in your browser including corrupted data and thus resolve any browser related problems. After doing so, you can attach the file to your email.

Turn off your anti-virus program

Another reason why you may not be able to attach files in Yahoo Mail could be your anti-virus software. Yes, you read it right! Anti-virus programs may flag files as malicious, despite the fact that they are not, and prevent you from adding them to your email.

Therefore, try disabling your antivirus for a moment, and then reloading the files in your email. If it does, then your anti-virus program is faulty. For it to repeat the same thing in the future, you can grant special permission to skip the check or contact the program support for further assistance.

However, even after disabling your antivirus, if you still can’t attach files in Yahoo Mail, it’s not your antivirus that’s causing the problem; turn it back on and move on to the next solution.

Server problems or glitches on Yahoo’s back end

Even if you can read, compose, or modify email messages, Yahoo may have technical issues that prevent you from adding files. Yahoo updates may also temporarily disable certain functions. So if you can’t attach files in Yahoo Mail, it’s probably a glitch on their end.

To check if this is the case, what you can do is visit sites like or to check if Yahoo is down. Alternatively, you can search for any tweets from Yahoo to see if they’re experiencing temporary issues. And, if there is a problem on their part, wait until the issue is resolved and then try adding an attachment to your email.

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Solve your system error

It’s natural to have multiple tabs open while you’re working. However, all opened programs continue to run in the background and consume system resources. This results in a burden on the system’s processing and slows down the task in progress, such as adding attachments to an email.

In such a case, what you can do is close all opened programs and restart your system. This will help free up all occupied system resources. Then again, try adding the attachment to your Yahoo Mail.

Bonus – Steps to add attachments to Yahoo Mail

You probably already know how to add attachments to Yahoo Mail. However, if your Yahoo Mail can’t attach files, it’s also possible that you’re not doing it correctly.

So there’s no harm in checking the steps to solve the ‘Yahoo Mail attachment not working’ problem. And, here’s how you can do this:

  1. First, open a browser and sign in to your Yahoo Mail account.
  1. Click the Compose button to start typing a new email.
  1. Enter the recipient’s email address, subject, and email body.
  1. Then, click the attachment icon, visible at the bottom of your compose window.Click the attachment icon
  1. Then, from your system, select the file you want to send as an attachment.
  1. Then the file will be uploaded. You will see a three dots icon, by clicking on it you can preview or delete the attachment.
  1. Finally, when everything is fine, click the Send button and your email will be sent with the attachment(s).

With that, the article ends here and I hope it was helpful and you can now attach files with your email in your Yahoo email account.


James Stone, Yahoo Mail won’t send attachments? Check out effective solutions that cost you nothing, Emailpedia, August 4, 2021

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Read more Author: Kanika Singh I have completed my graduation from Delhi University with a Bachelor of Arts degree with Honors. Computer science. Much of my research revolves around the latest technologies and their rapidly changing trends.

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