This document discusses ways that medium-sized cities can grow digital jobs through smart city initiatives. It suggests that cities support local entrepreneurs in developing solutions to community challenges through hackathons. The document also recommends that cities provide follow up support to help solutions be piloted and implemented. Additionally, it advises cities to localize efforts, drive agendas through collaboration, openly share data, work with industry leaders, raise public awareness, lead by developing e-government services, and provide test beds to help startups initiate and grow.