Hi wasacurrier,
Thank you for giving us the chance to assist you with your iPhone 11 Pro. You can count on us to do our best to assist you or get you pointed in the right direction.
We understand that you are experiencing issues sending multiple photos at the same time on Messenger.
We'd like to make sure that we're on the same page. Are you referring to Facebook's Messenger app?
If yes, let's start by making sure that your device and your app are up to date.
Kindly secure a backup and update your iPhone if you haven’t. Then, please check if you have updates for the Messenger app.
How to back up your iPhone, iPad, and iPod touch
Update your iPhone, iPad, or iPod touch
Update apps or use automatic downloads
If you need further assistance, we recommend that you reach out to the developer of Messenger.
You can use the article below to guide you.
How to contact an app developer
Take care!