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The City of Philadelphia information technology operations are at an exciting crossroads. Years of effort and capital investments has resulted in significant legacy system modernizations. We have built up software and UX engineering teams to create best in class digital services for diverse audiences and business needs. We have demonstrated the value of security investments and have scaled to defend against cyber-attacks to support an on-prem workforce. We have setup strong governance frameworks to enable consistent and reliable decision making in a complex federated IT environment, serving multiple lines of business and government operations. After years of growth and achievements, the Office of Innovation and Technology (OIT) nonetheless continues to need to lay the foundations for comprehensive road mapping of technology to guide the next wave of modernizations and innovations. OIT is hiring for a Deputy CIO to act as Chief Technology Officer ("CTO") who can both envision the near- and long-term futures, draft clear actions plans, and lead on the implementation of those plans in collaboration with the CIO and executive team. This is simultaneously both a strategic and operational role.