Charter School Insider: Lessons from the Nation's Top Charter School Operators

Presented by BuyQ
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Welcome to "Charter School Insider: Lessons from the Nation's Top Charter School Operators" the only podcast dedicated to the ‘behind-the-scenes” business of running a successful charter school. Join us as we sit down with charter school leaders who share how they are overcoming the biggest operational hurdles facing their schools today. Each episode will leave you with unique insights and tactical strategies that you can implement at your school. Enjoy the show!

  1. JAN 22

    #65 How to develop your people using a competency based framework ft. Cynthia Leger, Sr. Director of Ops Leadership Development

    In Episode 65 of The Charter School Insider Podcast, host Daniel Casselli, President at BuyQ, sits down with Cynthia Leger, Senior Director of Operations Leadership Development, at Uncommon Schools, to explore one of the most critical challenges facing charter school executives today: how to intentionally develop people at scale. Cynthia breaks down what it really means to use a competency-based framework for leadership development—moving beyond vague performance expectations into clear, teachable, and measurable skills. Instead of relying on intuition or personality-based leadership models, Cynthia explains how schools can build systems that help every team member grow with clarity, consistency, and purpose. This episode is a must-listen for school leaders who want to: Build stronger leadership pipelines Reduce burnout and turnover Create transparent growth pathways Align talent development with organizational goals Whether you're developing principals, operations leaders, or central office staff, this conversation delivers practical insights you can implement immediately. Interested in becoming a guest? Contact us at podcast@buyq.org Learn more: buyq.org/podcast

    36 min

  2. 12/17/2025

    # 64 Why 2026 May Be the Toughest Health Insurance Renewal Year Yet (and What Charter Schools Can Do About It) ft. Gary Clark, Head of HUB Charter Practice

    Health insurance renewals are shaping up to be one of the biggest financial stressors charter schools will face heading into 2026. In this episode, Daniel sits down with Gary Clark, Senior VP at HUB International and head of HUB’s national charter school health practice, to break down why this renewal cycle is projected to be the most challenging in decades—and what school executives can do right now to protect their budgets. Gary explains the macro forces driving unprecedented premium increases: delayed inflationary impact on provider contracts, rising hospital and pharmacy costs, and a surge in million-dollar claims nationwide. He also reveals surprising insights specific to charter schools, particularly high maternity costs and rising mental health utilization. The conversation demystifies health plan structures (fully-insured, level-funded, self-funded, and captives) and shows why choosing the right structure can unlock control, flexibility, and meaningful cost savings. Gary also shares real-world examples of charter networks that reduced costs, built reserves, and improved employee benefits through strategic plan design. Whether you’re a CEO, CFO, HR leader, or board member, this episode gives you actionable steps to prepare for 2026, avoid budget shocks, and approach health insurance as a strategic advantage, not a liability. Interested in becoming a guest? Contact us at podcast@buyq.org Learn more buyq.org/podcast

    30 min

  3. 12/05/2025

    # 63 A masterclass on master schedules ft. Matt Troha of Timely (former COO at Mastery Charter Schools)

    Master scheduling isn’t just a logistical task—it’s a strategic lever that shapes student outcomes, staff experience, and long-term sustainability. In this episode, Daniel sits down with Matt Troha, former COO of Mastery Charter Schools and now Partnerships Manager at Timely, to unpack why the master schedule is often the most dreaded project of the year—and how AI, data-driven models, and smarter operational design are changing everything. With 20 years of K–12 experience, Matt walks listeners through: -How strategic priorities must inform the instructional model. -Why accurate enrollment projections determine financial health. -How adult-centric constraints can unintentionally weaken student schedules. -What zero-based scheduling can do for efficiency. -Why traditional tools (Excel, sticky notes, whiteboards) can’t keep up. -And how AI-powered scheduling is saving schools weeks, not days. Charter executives will walk away with a deeper understanding of how to align mission, budget, and instruction; using a schedule as a strategic asset rather than a burden. Interested in becoming a guest? Contact us at podcast@buyq.org Learn more: buyq.org/podcast

    46 min

  4. 11/13/2025

    # 62 A Realistic Approach to Your Next Facility Project ft. John Sun, CEO of Blueprint

    Facilities planning isn’t just a real estate decision — it’s a strategic leadership moment that shapes a school’s long-term viability, culture, and stability. In this episode, Daniel sits down with John Sun, CEO of Blueprint (formerly Pacific Charter School Development) — a nonprofit facility solutions partner that has supported charter schools for over 20 years. John brings deep experience in helping charter leaders navigate financing, real estate development, and the decision-making required to secure sustainable school homes. From incubating in shared spaces to sequencing financing across growth stages, John outlines a clear, grounded framework for leaders who want to move from “dream building” to viable facility strategy — without losing sight of mission, culture, or financial health. Whether you're in year zero planning mode, thinking about scale, or facing tough space constraints, this episode will give you clarity, confidence, and next steps. Interested in becoming a sponsor? Contact us at podcast@buyq.org Learn more: buyq.org/podcast

    37 min

  5. 10/31/2025

    # 61 Staff Budgeting from First Principles ft. Richard Royal, Executive Director of Denver Language School

    What happens when your mission requires more staff, but your budget says less spending? In this insightful episode of The Charter School Insider Podcast, host Daniel Casselli sits down with Richard Royal, Executive Director of Denver Language School (DLS) — a top-performing K–8 immersion charter in Colorado — to explore how to build a sustainable staffing and budgeting model from first principles. Richard shares how DLS achieves exceptional outcomes in both Mandarin and Spanish immersion programs while facing lower per-pupil funding than district peers. He walks us through his strategic shift in staff compensation, the challenges of realigning pay scales, and the importance of leading with transparency and mission alignment. From tough board conversations to courageous leadership decisions, this episode is a masterclass in strategic budgeting for charter school executives — balancing people, purpose, and performance. Interested in becoming a sponsor? Contact us at podcast@buyq.org Learn more: buyq.org/podcast

    49 min

  6. 10/24/2025

    # 60 Best practices for working with your authorizer, featuring Kathryn Connell-Espinosa

    Strong authorizer relationships are the foundation of long-term charter school success — but they can also be one of the most misunderstood. In this episode of The Charter School Insider Podcast, host Daniel Casselli sits down with Kathryn Connell-Espinosa, Executive Director of the SUNY Charter Schools Institute, to discuss what effective collaboration between schools and authorizers really looks like. Kathryn shares more than a decade of insight from overseeing 237 charter schools across New York, offering a rare glimpse into what makes great authorizer-school partnerships thrive. She explains how open communication, strong governance, and early transparency can help schools avoid pitfalls — and why authorizers are most successful when the schools they serve succeed. Whether you’re a school leader, board chair, or new founder, this episode will help you build stronger, more productive relationships with your authorizer — and understand the key role they play in your school’s accountability, growth, and long-term success. Interested in becoming a sponsor? Contact us at podcast@buyq.org Learn more: buyq.org/podcast

    27 min

  7. 10/03/2025

    # 59 How to maximize your time as a leader, ft. Missy Couch CEO of CheckBox Pro

    On Episode #59 of The Charter School Insider Podcast, host Daniel Casselli sits down with Missy Couch, Founder & CEO of Checkbox Pro LLC, to discuss one of the most pressing challenges in charter school leadership: time. Missy shares how Checkbox Pro helps school leaders reclaim their schedules, avoid burnout, and refocus on the work that truly moves their schools forward. From practical tips on delegation and boundaries to maximizing technology without letting it take over your life, this episode is packed with strategies to help executives lead effectively and sustainably. Whether you're a founding school leader juggling it all or part of a growing network managing multiple campuses, this episode will show you what’s possible when you gain back control of your time—and your sanity. Interested in becoming a sponsor? Contact us at podcast@buyq.org Learn more: buyq.org/podcast

    35 min

  8. 09/05/2025

    # 58 Changing the culture of enrollment operations featuring Yoni Samuel-Siegel

    Enrollment isn’t just about filling seats—it’s about building a culture where every staff member understands their role in sustaining and growing a school community. In this episode of The Charter School Insider Podcast, host Daniel Casselli sits down with Yoni Samuel-Siegel, Chief Operating Officer at Prospect Schools in Brooklyn, NY. With 25 years in education, Yoni shares how Prospect shifted from relying on word-of-mouth enrollment to building a structured, data-informed culture of recruitment and retention. From creating seamless family experiences to introducing CRMs like HubSpot, Yoni unpacks how Prospect Schools aligned operations, leadership, and community to achieve double-digit enrollment growth. If you’re a charter school executive wondering how to transform your enrollment strategy into a network-wide movement, this episode is for you. Interested in becoming a sponsor? Contact us at podcast@buyq.org Learn more: buyq.org/podcast

    36 min
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Welcome to "Charter School Insider: Lessons from the Nation's Top Charter School Operators" the only podcast dedicated to the ‘behind-the-scenes” business of running a successful charter school. Join us as we sit down with charter school leaders who share how they are overcoming the biggest operational hurdles facing their schools today. Each episode will leave you with unique insights and tactical strategies that you can implement at your school. Enjoy the show!

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