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Checkout Files Upload for WooCommerce plugin lets your customers upload files on (or after) WooCommerce checkout.
Set field’s position on WooCommerce checkout page:
Set if file upload is required.
If you need files to be uploaded after order is created, you can optionally add field to:
Add custom label to the field.
Set accepted file types.
Set custom Upload and Remove button labels.
Set custom messages:
Optionally set field to show up only if in cart there are selected:
Add uploaded files to admin and customers emails.
Send additional emails if user uploads or removes files on “Thank You” or “My Account” pages.
Customize the frontend files upload form.
Optionally enable AJAX form for file uploads.
Set max file size option.
Optionally validate image dimensions.