Funding and implementing large-scale instructional programs presents both significant challenges and unique opportunities for educational leaders in any district. They must navigate diverse student needs, funding constraints, and the ever-changing dynamics of teaching and learning. To shed light on these complexities, we recently hosted a roundtable discussion with two distinguished superintendents, Krystal Lomanto of San Benito County, California, and Michael P. West of Colusa County, California. Moderated by Dr. Gregory Spencer, VP of Bilingual Literacy and Equity Impact at Footsteps2Brilliance, and Dennis Muizers, VP of Literacy and Leadership at Footsteps2Brilliance, this Q & A captures valuable insights on addressing literacy needs, engaging communities, and more. Their experiences and wisdom provide valuable lessons for administrators striving to make a meaningful impact in their districts.