The emergence of wearable devices like Google Glass, Apple Watch, and many others—combined with contactless technology such as near field communications—are being combined in new applications for payment processing, banking, and much more. Adopting wearables for contactless transactions will require technology shifts by both merchants and consumers. Using Google Glass as the wearable example, David Meyer demonstrates how users can see their account balance inside Google Glass to make purchase decisions, transmit the purchase authorizations, and transfer funds between their bank accounts. David discusses new security challenges and authentication issues with these technologies. He explores ways to improve adoption rates, including demographics to focus on, security standards to follow, UI limitations, considerations for application design, and API development. Take back a list of requirements for developing useful and compelling applications that combine wearables and contactless technology.