In many ways health technology safety has improved significantly over the past few decades. Yet, we still have examples of incidents where safety of health technology systems of care have led to possible and actual safety incidents. In this paper we examine the complexity of errors in an increasingly complex and digitized system of care. Although safety incidents are decreasing over time due to improvements in the tools used to support care, they still occur. Simple safety incidents prevailed in the 2005. Today, incident reports suggest complexity has emerged as an important issue that needs to be addressed in order to make further healthcare industry safety gains.