How to fix
Mail Drop not working
on Windows

Hello. I encounter the issue on my mac with Mail app. I try to compose emails and attach files to them, but even not large files trigger the error. The limit is not met with particular pieces, but the alert states that the file is too big. I have no idea why this Mail Drop is not working. Can you help?

Mail Drop not working frustrates users[ref en-1] because the function is useful in everyday life. Mail Drop feature allows sending a large file that takes up to 5GB vis iCloud. So people that have such an account can rely on the handy feature and forget about the frustration with tiny attachment limitations.

People want to get answers[ref en-2] and fix Mail Drop not working issue because sending emails nowadays became a crucial part of connecting and working. You can rely on this function when you use the Mail application on a Mac computer or an iOS device. When the attachment is too large the Mail Drop option is the one you can rely on. 

Mail Drop provides the temporarily available download link for the recipient of your email so the attached file can be received. It is temporary because the link lasts for thirty days. You do not have unlimited storage on Mail Drop. The limit is 1TB and if that is reached the feature is not going to be helpful. 

How to fix Mail Drop not working

People search for ways to fix Mail Drop not working because the file is not dropping on the email and messages cannot be composed. The error window appears informing them about the too large of a file. You might have not enabled the function on your Main preferences or the storage limit was met and you need to wait for particular files to expire, so the storage space can be used. We have a few solutions.

Mail Drop not working issue is not repeated to file corruption or malware.[ref en-3] At least it shouldn't be related to such issues, but check for altered files, system issues, or PUP infections with [d1] for example. so you can recover the machine and solve additional issues while correcting the mal application problem.

How to enable Mail Drop function for other Mail apps

• Open Mail application on your device.
• Go to the menu and choose Mail Preferences.
• Find Accounts tab
  

  

  
  
• Select the non-iCloud email account
• Under the Account information check the box that says Send large attachments with Mail Drop
• Repeat with any other programs.

Troubleshoot the function to fix Mail Drop not working

• You might receive this error if the attachment is larger than 5GB. Going above the limit triggers Mail Drop not working. Compressing the file might work in this case. 
• Trying to send the folder instead of one file can also fail the function. 
• If the Mail Drop limit of 1TB is reached, Mail Drop not working issue frustrates people. You cannot delete those files that got Mail Dropped, so you need to wait until the older items get expired and storage space gets freed up this way.

Check the macOS updates to fix Mail Drop not working

• Go to System Preferences
  

  

  
  
• Click Software Update and check for the latest version
• If any updates are available, click Update Now and upgrade to the latest OS.
  

  

• All applications, including Mail going to receive updates this way.