A method includes maintaining first payment card information for a cardholder. The method includes processing a first card not present transaction between the cardholder and a merchant. The first transaction based at least in part on the first information. The method includes generating second payment card information for the cardholder. The second information replacing the first information for subsequent use via the cardholder. The method includes receiving an input from the cardholder. The input indicating the merchant. The input based at least in part on the second information replacing the first information. The method includes sending the second information to the merchant based at least in part on the input. The method includes processing a second card not present transaction between the cardholder and the merchant. The second transaction based at least in part on the second information after the sending.