Trying to find an easier way for users to attach files to Assignments and to validate them

Summary

Trying to find a better alternative to attach a file for users to an assignment.

Content

Hi There,

We're trying to see if there are any alternatives or suggestions with uploading a file attachment to an Assignment that is assigned via a learning plan to our users.  Does anyone have any experience with trying to track completion of an assignment through a learning plan that also has the user submitting a file for review? 

We initially thought of using the gradebook for this, but the process is a little cumbersome for our userbase.  We are seeking other alternatives to make it easier to attach a file in the user's assignment and mark it complete.