This study investigated successful individual strategies for creating optimal fit and minimal role strain between work and non-work spheres through boundary work, specifically in regards to identification on the integration-segmentation continuum (Nippert-Eng, 2006). This research extends the work of Kreiner, Hollensbe, and Sheep (2009). Survey and interview with nine individuals identified as highly skilled in boundary work revealed eleven successful strategies and five key observations, many of which were interconnected. The vast majority of interviewees identified with the integration end of the continuum. Change in strategy over the life course was evident, but change in integration-segmentation preference identification over the life course varied