A payment system includes a transaction identification system to identify a plurality of purchase transactions, established utilizing one or more transaction systems that impose a plurality of corresponding payment obligations on a particular user. An interface generator generates an aggregation interface that presents the plurality of purchase transactions to the first user. The plurality of purchase transactions are presented in conjunction with a payment option to initiate an automatic payment process with respect to at least a subset of the purchase transactions. A payment engine initiates the automatic payment process with respect to the first subset of plurality of purchase transactions upon election by the first user of the payment option.