Did you find a solution to this? Are you on Heroku? We increased our Cloudinary limit so over 100Mb is OK now with Cloudinary, but Strapi still has an issue uploading, because Heroku apparently crashes the app when it gets over 100Mb. I read Heroku have a strict 30 second timeout limit and this may be the reason for us as opposed to the file size. Not sure how to get around this.
We cant upliad direct to Cloudinary because Strapi does not show the folders in Cloudinary. Cloudinary does not show the folders in Strapi! So because we’re adding media to entries in Strapi we chose to use Strapi to manage media folders, but it means we can’t upload direct to Cloudinary because they are not Cloudinary folders, they are Strapi folders.