Gmail attachment failed is one of the most common technical problems encountered by numerous users. If you are a tech-savvy person, then you will easily understand the problem and can solve it effortlessly. 

If the Flash plug-in not updated, then this issue might arise. Another fact which is responsible for the Gmail attachment error is an outdated browser. 

In case, you forgot to disable the proxy server for your browser, then also the Gmail won’t attach files. You can update device drivers to fix the issue. To know more, go through further instructions. 

Effective Ways to Eliminate Can’t Attach Files in Gmail Issue

Proceed with the below-said solutions to fix the Gmail attachment problem. 

Solution 1: Update the Flash Plug-in 

To fix the Gmail won’t attach files issue, update the Flash Plug-in. For that, follow the below-mentioned steps properly. 

  1. At first, open a web browser and search the Adobe Flash installer. 
  2. After navigating to the download page on Adobe’s site, you will find the additional software with Flash. If you don’t need those, then deselect the items and continue. 
  3. Now, click on the “Install Now” option to download and save the installer. 
  4. Further, go to the Adobe Flash Installer and follow the on-screen instructions. Make sure Flash is activated on your browser. 
  5. After that, go to the drop-down list and click on the Settings option. 
  6. Now, you need to expand the contents of the Advanced area.
  7. Thereafter, go to Content Settings and select the Flash option. 
  8. Sometimes, you might find a blue button elucidate below and that indicates your browser might block the plug-in. Then, just toggle the button to activate the Flash. 

Solution 2: Update your Browser 

To resolve the Gmail attachment failed issue, you need to update your browser. Allow the following steps for it. 

  1. At first, launch the browser and open its menu. 
  2. From the drop-down list, click on the Help option. 
  3. After that, select “About Browser” from the left-hand panel.

The above steps will search the web for the latest update and installed it automatically (if present). After updating your browser, just restart it. Check whether the problem gets resolved or not.

Solution 3: Disable the Proxy Server 

Here are the steps that you need to follow to disable the Proxy Server. 

  1. First of all, enable the Search bar. Press down the Windows key for it.
  2. After that, type “Internet Options” and then hit the Enter key. 
  3. Now, click on the “Connections” tab from the available options. 
  4. After that, click on the “LAN settings” button.
  5. Sometimes, you might see the box beside ‘Use a proxy server for your LAN’ is marked. If, then remove the mark and then click on OK.
  6. Also, click on the OK button from the Internet Options window. 

Solution 4: Disable your Firewalls 

To get rid of the Gmail attachments not working issue, disable the Firewalls activity for the browser. 

  1. At first, open the Run titled window. For that, press the Windows key and the letter R key at the same time.
  2. Next, in the Run bar enter “firewall.CPL” (no quotes). 
  3. Thereafter, hit the Enter button. 
  4. Then, click on the “Turn Windows Defender Firewall on or off” option from the left menu bar.
  5. After that, select the “Turn off Windows Firewall (not recommended)” option for both the available sections. 
  6. Lastly, select the OK option and close the window. 

Additional Steps to Solve the Gmail Attachment Failed Issue

You can solve this issue easily with the help of the below-mentioned steps. 

  1. At first, sign in to your Gmail account.
  2. After that, attach files in your email and for that, try to use drag and drop.
  3. Now, you should temporarily disconnect the web browser extensions and add-ons. After that, enable it again. 
  4. The size limit matters while uploading the file. If the attachment size is more than 25 MB, then use the link icon to upload the file. 
  5. You can try to add your attachment to Gmail using another browser. 
  6. In the end, disable your web browser proxy setup option. 

Hopefully, after applying the above solutions appropriately the Gmail attachment failed issue gets solved without any hassle.