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It seems that Square does support Automatic Receipts, and also our integration is able to pick up customer's email address if you have it on form.
However, I cannot confirm if the receipts are emailed or not for our integration. A ticket has been forwarded to our developers in order to check this.
We will let you know once we have any updates.
Our square integration picks up the value of the first email address field found on your form. If the transactions goes through successfully, Square will send a receipt to your customer via email.
If you have any other questions or concerns, please do let us know.