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How to Fix Yahoo Mail Attachments Issues while Sending Emails

yahoo mail attachments issues

As you attach an important document to an email in Yahoo Mail, a loading-style progress bar and an “Adding an attachment” message help you to visually track the process. A successfully attached document should appear as a file name or image thumbnail at the bottom of the email with links for removing or downloading the attachment as needed. When you don’t see these indicators, the process likely failed because of limitations set by Yahoo, browser or computer issues or interruptions on Yahoo’s end.

Below are some reasons that show Why Yahoo Mail Attachments Not Working?

  • File Restrictions

Yahoo Mail doesn’t accept attachments with names that contain special characters, such as slashes, hashtags or dollar signs. If the file name contains any symbols or punctuation, remove them and try again. Yahoo also restricts total message size to 25MB. Yahoo estimates that the encoding process it uses to enable your email to be read by other email service providers can increase the size by approximately 33 percent, so your file can’t actually be that big. You also can’t attach encrypted files, so if you’re concerned with keeping prying eyes away, you’re out of luck.

  • Browser Problems

Yahoo Mail won’t work correctly unless you’re using one of the approved browsers listed on the “Supported Browsers for Yahoo Mail” page (link in Resources). You must also have the most recent versions of JavaScript and Adobe Flash enabled. If you’re using Internet Explorer, compatibility mode can conflict with Mail and Yahoo recommends disabling it. Add-ons, such as ad-blocking extensions, can also cause problems. Open up an incognito or privacy mode browser window, or temporarily disable your add-ons, and then use Mail to see if they’re causing interference. If you still can’t attach your files, try a different browser in case your current one is malfunctioning.

  • Other Possibilities

An anti-virus program can be incompatible with Yahoo Mail. Turn your anti-virus software off temporarily and then try attaching the files. If your anti-virus program isn’t the problem, turn it back on and scan your system for hidden malware that can cause browser or computer interference. Too many active programs, such as automatic background software updates, can also cause Yahoo Mail errors by putting a strain on system resources. Additionally, old or corrupt data can slow down your computer and browser. Shut down all programs except for your browser, turn off any updates, clear the cache and cookies, restart your computer and then try to attach the files.

  • Yahoo Issues

Yahoo can experience technical difficulties that prevent you from attaching files even when you can still read, write or edit emails. An upgrade on Yahoo’s end can also temporarily shut down certain features. Review third-party sites like Downrightnow and Is It Down Right Now?, tweets on the Yahoo Customer Care Twitter account and comments on the Yahoo Mail Facebook page (link in Resources) for service issue updates. If you don’t see your problem, send a public tweet or direct message about it to Yahoo Customer Care on Twitter or add a comment on Facebook below the most recent Yahoo Mail post and then wait for a response.

How to Send an Attachment with Yahoo! Mail

Yahoo! Mail lets you attach files to emails for sending.  Picture, spreadsheet or PDF. you can attach any file to an email message you write in your Yahoo! Mail account.

NOTE: For a large document, those exceeding some 20 MB in size, yahoo Mail even offers an easy way to include a Dropbox link.

Below are Different ways to Send an Attachment with Yahoo! Mail

      1. Send an Attachment with Yahoo! Mail

To attach files to a message you are composing in Yahoo! Mail

  • To add one or more files from your computer:
    1. Click the Attach File paperclip icon (📎) in the message’s toolbar.
    2. Find and highlight all files you want to attach in your browser’s file selector dialog.
      • You can either highlight multiple files in one dialog or use the Attach File icon repeatedly to attach more than one document.
    3. Click Choose.
  • To add files from Dropbox:
    1. Click the downward-pointed arrow head (⌄) next to the Attach File icon (📎) in the message’s toolbar.
    2. Choose Select from Dropbox from the menu.
      • If you are not logged into Dropbox:
        1. Click Sign in.
        2. Sign in using the Dropbox sign-on page.
    3. Locate and highlight all files you want to send.
    4. Click Choose.
      • Documents from Dropbox will not be attached directly; instead, the recipient receives a link that lets them download from Dropbox. Make sure the files remain available for the recipient to do that.

Note: that Yahoo! Mail imposes a limit on the total message size. To send larger files, it is usually either to use Dropbox as noted above.

     2. Send an Attachment with Yahoo! Mail Basic

To attach a document from your computer to an email using Yahoo! Mail Basic.

  1. Click Attach Files (next to the Subject line) while you compose an email in Yahoo! Mail Basic.
  2. For up to five documents:
    1. Click Choose File.
    2. Locate and highlight one file you want to attach.
    3. Click Choose or OK.

 3. Click Attach Files.

     3. Send an Attachment with Yahoo! Mail Classic

To send any file as an attachment with an email in Yahoo! Mail Classic.

  1. While composing a message, follow the Attach Files link.
  2. Select Browse to select the file you want to attach on your computer.
  3. Click Attach Files.


Watch this video to Send Email via Yahoo with File Attachment

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  • Ayushi Bansal

    Thank you very much. This was a great help.

  • yashi

    Great post.Thanks for sharing.

  • Gaurav Singh

    my file size is 36 mb so don’t able to send please help ??

    • ravi lodhi

      compress your file and sent to yahoo mail ……….

      • Gaurav Singh

        the file is already compressed. it is zipped
        is there any other way

  • Joseph Russell

    please suggestion the method of google derive

  • Phillips

    How do i know exact reason behind the attachment failure ?

  • Benett Mallinson

    When I try and send an email with attachments I get the following message:
    There was a problem: There is a problem with one or more of the attached files. Please remove and re-attach your files, and try again. How to fix?