A system includes a memory and at least one processor to receive a photographof a pet and storethe photograph of the pet in a database, automatically determine at least onepet medicinesubscription that is ready to ship based on an estimated delivery date byiterating over a list ofpet medicine subscriptions, begin processing an automatic shipment associatedwith the at leastone pet medicine subscription and retrieve shipment data associated with theat least one petmedicine subscription from the database, transmit the shipment data associatedwith the at leastone pet medicine subscription to a server computing device, receive a shipmentlabel from theserver computing device, the shipment label associated with the shipment, andgenerate apersonalized pet label for the at least one pet medicine subscription, thepersonalized pet labelhaving the photograph of the pet.