Payment innovation is a notoriously difficult area to succeed in. The vast majority of new payment systems fail. With a bewildering array of payment systems clamoring for attention and disruptive innovations entering the market, eBusiness professionals need some way of navigating an increasingly congested landscape. Successful retail payment systems share common characteristics. This report explores these characteristics and how successful systems have overcome the hurdles to success. eBusiness executives can use these hurdles as a framework to understand why new payment systems succeed, the threat or opportunity posed by a new payment system, which systems to support, and how to increase the chances of success for a new system.