In 2006/07 Maidens found his first team chances limited under Danny Wilson. The emergence of James Brown and the arrival of Andy Monkhouse gave Pools a settled look on the wings, and Maidens was restricted to a handful of substitute appearances in addition to a brief loan spell at York City.
In October 2007, Michael Maidens` promising career was tragically cut short when he was killed in a road accident. He was just 20 years old.