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Telework has become a go-to strategy for mitigating work-life conflicts, increasing workforce flexibility, and growing employee engagement. Still, many human capital executives are confused over what to do about telework or how to enhance programs. Analyzing data from the U.S. Census Bureau’s American Community Survey and culling current research in the field, we provide guidance for executives to understand the shifts occurring in telework practices and to start conversations internally about the value of telework. We also explore best practices and lessons learned, and we provide recommendations for executives thinking of implementing or enhancing telework initiatives to maximize program effectiveness.