Is there a module for this?
If not, how to streamline duplicating the media and recropping?
This module does it by storing changed info on the referencing field.
Issues
Can Media Library Media Modify be used with Image Widget Crop? (Media Library Media Modify)
Can you crop another way?
Support multiple crop variants per URI and crop type (Crop API)
Crop API issue.
Support for multiple crop types per image field (Image Widget Crop)
Project
Modules
Task type