Headshot of Anna Weiss

Anna Weiss

Senior Director, Implementation & Growth

Headshot of Anna Weiss

About Anna Weiss

Anna Weiss is a Senior Director of Implementation & Growth at Leading Educators, where she partners with district leaders to build the kind of instructional coherence and professional learning systems that ensure all students have access to high-quality, grade-level instruction.

Anna has spent over 15 years working across school, district, and system-level roles, always drawn to the challenge of helping organizations translate vision into sustainable practice. Before joining Leading Educators, she led multi-district partnerships at the Children's Literacy Initiative, focusing on early literacy, curriculum implementation, and large-scale teacher and leader development. Her work has ranged from guiding districtwide curriculum rollouts to designing excellence-driven professional learning systems, leading cross-functional implementation teams, and cultivating strategic relationships with senior district and philanthropic partners.

What energizes Anna most is the intersection of deep listening, collaborative design, and evidence-based decision-making. She's particularly passionate about creating practical, sustainable systems that elevate teacher practice and student outcomes.

Now based in Chicago, Anna is deeply committed to strengthening educational opportunity across the city's schools and communities.