@kimimcv Welcome to the community. As of now, Square Online still doesn’t have a built-in way for customers to upload files directly with an order. It’s been a long-standing feature request, but there hasn’t been an official update that adds this functionality yet. There is a workaround, in your confirmation email, you can have a DropBox or Google Drive link that will allow them to upload a file after they pay. I would just have them to rename the file as their name so it would be easy to find and sort.
After they checkout in the confirmation email you could add this instruction. "After checkout, please upload your file using the link in your confirmation email".
