Moving Existing images from custom directory to WP’s upload directory

Thanks for the response @jxxe.

So I ended up figuring out how to do what I needed to do. For anyone else who might be needing the same thing, here’s what I did.

  1. Downloaded /assets/ directory via SFTP
  2. Commented out define('UPLOADS', 'assets'); in wp-config.php
  3. Uploaded contents of assets to /wp-content/uploads/ via SFTP

Surprisingly, I didn’t even have to update anything in the DB for everything to start working correctly. All the images on the front end and the media library showed and the file path updated on its own to use the uploads folder. However, I did use Better Search Replace plugin to globally change all instances of /assets/ to /wp-content/uploads/ in the DB for good measure.