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I got curious about this so I did some search on how some Dev's are able to upload bigger games that run on the itch app.

Turns out there is a tool that allows you to upload up to 30GB; it's called butler.

I'm leaving a few links bellow if you are interested! 

Leafo's guide: https://itch.io/t/2872417/how-to-upload-your-game-or-project-to-itchio-with-butl...

Documentation: https://itch.io/docs/butler/

YT Tutorial:

Hope this is useful to you!