Manager of Learning & Engagement

Job Summary

Reporting to Director of Learning and Engagement of the To&Through Project, the Manager of Learning and Engagement plays a critical role in designing, facilitating, and sustaining high-quality professional learning experiences that lead participants to meaningfully engage with data, deepen inquiry, and take action to improve postsecondary access, persistence, and success for CPS students.
Professional learning communities and events bring quantitative and qualitative data, research, and equity‑rooted practices to school educators, counselors, college access partners, higher education faculty, and community members. This role focuses on learning design, facilitation, partnership cultivation, public engagement, and community initiatives to advance equitable postsecondary outcomes.

• Design, co‑design, and facilitate human‑centered, engaging, equity‑centered professional learning experiences for adult learners that center educators’ and practitioners’ expertise, including high school counselors, college access staff, higher education professionals, and community members.
• Lead and support professional learning rooted in data and research that sparks genuine inquiry, reflection, collaboration, and action.
• Develop session agendas, learning materials, tools, and facilitation strategies grounded in adult learning principles and sector best practices with a focus on data, reflection, and practice.
• Design learning experiences that encourage joy, connection, and community‑building alongside rigor and research.
• Collaborate with internal data, research, and storytelling teams to integrate To&Through Project data into learning experiences.
• Continuously refine professional learning offerings based on participant feedback, reflection, and outcomes.
• Build and sustain strong working relationships with CPS central office teams, higher education partners, college access organizations, and community‑based organizations.
• Serve as a connector across K–12, higher education, and community stakeholders to align learning experiences and shared goals.
• Translate complex data and systems‑level information into accessible, relevant, and empowering formats for community audiences.
• Support community‑based initiatives that expand access to information and data for families and community members.
• Represent the To&Through Project in meetings, convenings, and cross‑sector collaborations.
• Support planning, facilitation, and logistics for To&Through public‑facing events, including convenings, workshops, learning sessions, and presentations.
• Serve as a facilitator or presenter for events focused on postsecondary pathways, educational attainment, data use, and equity.
• Collaborate with internal teams to contribute content for newsletters, presentations, social media, and other engagement materials.
• Leverage research and data produced by To&Through teams and the Kersten Institute to inform learning and partnership efforts.
• Stay current on the latest trends, research, and best practices in college access, higher education, and adult learning.
• Contribute to refining conceptual frameworks, tools, and resources for To&Through networks and partners.
• Coordinate program initiatives, ensuring unity of focus and purpose.
• Under senior leadership, develop programs and relationships to advance program initiatives.
• Perform other related work as needed.

Minimum requirement: a college or university degree in a related field. Preferred: bachelor’s degree in education, social sciences, public policy, social work, or a related field, or a master’s degree.

Work experience:

minimum 5‑7 years in a related discipline; 5+ years designing and facilitating adult professional learning; 5‑7 years in educational settings, college access, or higher education, preferably with historically underrepresented Black and Latine student populations and CPS experience; experience partnering with practitioners and organizations to create professional learning experiences; demonstrated expertise in adult learning, professional development, and postsecondary access and success.

• Strong belief in equitable educational…