This article will show you how to prevent emails repeatedly being sent to recipients with an attachment in it
Try and increase the server time-out limit
Step 1. Click on Files

Step 2. Click on Account settings > Account settings

Step 3. Double Click on the account

Step 4. Click on More Settings

Step 5. Click on the Advanced tab then To increase the Server Timeout, Under Server Timeout drag the Slider the way to your Right

Step 6. Click Ok

If you are still sitting with an issue after, Compress the File, File types that are reduced the most after zipping are text-oriented file types such as .doc, .txt, and .xls