This document describes an iteration process for developing a GPS tracking device and mobile app called "iwantmybikeback" to help bike owners recover stolen bikes. It discusses the target user "Elena" and her needs. Four iterations are described, with assumptions tested and metrics provided. The first iteration of an alarm/RFID/GPS device was validated but subsequent ideas of a fitness subscription app and relying on police reports were invalidated. The fourth iteration of a $100 price point was validated via A/B testing.