Barriers to summer enrichment and learning experiences reinforce gaps in resources and opportunities in public education that face students from lower-income households. In a growing number of cities, new support structures are emerging to help parents overcome barriers to summer enrichment and learning for their children. These supports provide parents with coaches, often called navigators or advocates, who consult with parents on out-of-school learning for their children and other educational issues. In 2017, RESCHOOL Colorado introduced an employer-based navigator program to address barriers to out-of-school learning. Known as the Learner Advocate Network (LAN), the program provides one-on-one support for parents on all aspects of their children's learning. This report describes the implementation of the LAN between 2018 and 2019 and what it implies for expanding similar efforts elsewhere. Based on interviews with RESCHOOL leaders, advocates, and 33 participating parents, surveys of 49 participating parents (22 of whom answered the survey in 2018 and 2019), and observations of coaching meetings in 2018, the authors found: (1) Parents needed resources; (2) Parents wanted help with a range of education issues; and (3) LAN advocates tailored support to meet families' needs. The implementation of the LAN underscores the importance of providing financial support to parents to address barriers to learning and enrichment for their children. The program also highlights the benefits of pairing financial support with customized advice and expertise and trusting relationships. Advocates for the LAN and similar programs must keep this human element in mind as they look to extend and deepen the impact of navigator supports for parents. [For "Expanding Access to Out-of-School Learning: Lessons from Year 1 at ReSchool Colorado," see ED602941.]