Message Stuck in Outbox

Attachments might not be sent using Mail Drop if they exceed these limits:

• The message, including its attachments, is larger than 5 GB. Try sending the contents of your message in multiple email messages or compressing your attachments to make them as small as possible.
• An uncompressed folder is attached to the message. Use these steps to compress your attachments.
• Too many messages have been sent or the maximum number of recipients has been exceeded. Learn about mailbox size and message sending limits.
• You reached the 1 TB Mail Drop storage limit. Each attachment expires after 30 days, so you can send new attachments after earlier attachments expire and more storage becomes available.

If you can't send email on your iPhone, iPad, or iPod touch

1. When you make an iOS or iPadOS backup in iCloud or iTunes, it backs up your mail settings, but not your email. ... 
2. Make sure that your device is connected to the Internet.
3. Check with your email service provider to find out if there's a service outage.

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If you can't send email on your iPhone, iPad, or iPod touch ...

This is a very recent problem for me. Seems to be associated with recent update to ios 13. I'm not exceeding any of the stated limits. But anytime I try to send something with Mail Drop, the email just "sticks" in the Outbox of Mail.

Which email account are you referring to? Google, iCloud, AOL, Exchange, Outlook, Yahoo or any Other

Delete and Add the account watch the three GIFs

1. iCloud
2. Outlook and Exchange
3. Gmail

Do you have internet?

Is your email client server up and running? --> For carrier and Internet application issues: Down Detector - outages

You may get better and prompt responses if you may kindly provide the iPhone Model that you have and the iOS version if it is known to you and re-post.