pedrinbeepwebs

We all know this problem. It is a big issue for a lot users but Squarespace have this feature in their development for sure. There is another way not free but not very expensive, a 4.99$ month cost, that can help you but nothing is complete free for now: https://driveuploader.com/
 

You should check https://www.squarewebsites.org/blog/squarespace-websites-uploader😉

There is another way but is not "elegant looking". It works using a Dropbox feature and it integrate directly on the form. Check this link: https://randomwhimsy.com/blog/using-squarespace-forms-with-dropbox-to-receive-uploaded-files
I hope this help