An individualized discount and reward server includes one or more linked databases to store customer data associated with a loyalty program of a retailer. The server includes a processor configured to select a retail product from a plurality of retail products associated with the retailer. The processor determines a first percentage indicating a percentage of time the loyalty customer purchases the selected retail product on promotion, and determines a second percentage indicating an average percentage of time a plurality of customers forming a peer group purchases the selected retail product on promotion. Further, the processor determines a comparison result by comparing the first and second percentages. Additionally, the processor allocates at least one customized offer to the retailer account associated with the loyalty customer according to at least the comparison result.