Abstract: A system and method for conducting a transaction is provided. The method comprises receiving, at a courier module, a delivery order relating to a delivery of a product to a recipient by a courier service; and generating, by the courier module, a card-on-file mobile payment instruction for transmission to a payment module to complete the transaction based on: (i) a delivery status corresponding to an outcome of the delivery of the product to the recipient; and (ii) a payment status corresponding to an outcome of a cash payment for the product by the recipient to the courier service.