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

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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  1. 72

    #73 AI Is Changing the Enrollment Game… Here's What Your School Can Do About It, Ft. Vanessa Barry

    AI is rapidly reshaping how families find, research, and choose schools — and most charter school enrollment strategies haven't caught up yet. In this episode of The Charter School Insider Podcast, host Daniel Casselli, President at BuyQ, sits down in ...

  2. 71

    # 72 How Insurance Captives Actually Work — ft. Gary Clark of HUB Charter & Kylie Hunter of Berkley

    Charter school health insurance costs are accelerating at historic rates, with medical trend inflation running at 15–16% in 2026 compared to a typical 8%, driven by a lag in post-COVID inflation working through provider contracts and a consistent 15% a...

  3. 70

    # 71 The Myth of Incremental Progress Ft. Maryann Li, CEO, Ascend Public Charter Schools

    Ascend Public Charter Schools achieved more than 20% academic growth in a single year across 17 Brooklyn K–12 campuses — and CEO Maryann Li credits three interconnected pillars: shifting organizational mindsets about what students can achieve, investin...

  4. 69

    #70. 3 major enrollment trends and what to do about them ft. Yoni Samuel-Siegel - Founder and Principal at Enrollment Design Studio

    Enrollment has become one of the most urgent and complex challenges facing charter schools today. Shifting demographics, increased school choice, and evolving family behavior have fundamentally changed how schools attract, engage, and enroll students —...

  5. 68

    #69 Scaling operations across 140+ schools ft. Layne Fisher of IDEA Public Schools

    In this episode of The Charter School Insider Podcast, host Daniel Casselli, President at BuyQ, sits down with Layne Fisher, Deputy Superintendent of Operations and Chief Operating Officer at IDEA Public Schools, to discuss what it takes to scale opera...

  6. 67

    #68 From Vision to Village: Building Partnerships That Drive Student Support

    On this episode of The Charter School Insider Podcast, host Daniel Casselli, President at BuyQ, sits down with Ebonie Durham, Executive Director of Great Lakes Academy, to discuss how strategic partnerships can transform the student experience and stre...

  7. 66

    #67 Leading Through Uncertainty: How CFOs can Balance Mission, Metrics, and Trust

    Charter school finance leaders are navigating one of the most complex operating environments the sector has faced in years. From declining enrollment and shifting funding models to increasing compliance requirements, CFOs must balance financial sustain...

  8. 65

    #66 Balancing Freedom & Autonomy while Building Systems in School Operations

    Running a charter school network requires a delicate balance: empowering campus leaders while maintaining the systems that keep an organization running smoothly. In Episode #66 of The Charter School Insider Podcast, host Daniel Casselli, President at B...

  9. 64

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

    In Episode 65 of T he 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 facin...

  10. 63

    # 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 scho...

  11. 62

    # 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 Partner...

  12. 61

    # 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 S...

  13. 60

    # 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 (D...

  14. 59

    # 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 T he Charter School Insider Podcast, host Daniel Casselli sits down with Kathryn Connell-Esp...

  15. 58

    # 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 h...

  16. 57

    # 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 C harter School Insider Podcast, host Daniel Casselli sits down...

  17. 56

    # 57 How a health insurance change generated $1.4M in savings for Windsor Charter Academy

    In this episode of The Charter School Insider Podcast, host Daniel Casselli, President of BuyQ, sits down with SarahGennie Colazio, Director of Finance & HR at Windsor Charter Academy. What happens when a charter school dares to rethink one of its bigg...

  18. 55

    # 56 Getting Your Board Unstuck: Revitalizing Your Charter School Board

    Is your charter school board stuck in operational weeds instead of leading with vision? In this episode of The Charter School Insider Podcast, host Daniel Casselli speaks with Carrie Irvin of Bellwether and John Troy of WorkTogether, two national exper...

  19. 54

    #55 The Power of People & Performance Management ft. Dr. Richard Seigler-Carter of the LeveragED Foundation

    In Episode 55 of The Charter School Insider Podcast, host Daniel Casselli sits down with Dr. Richard Seigler-Carter, Managing Director of the LeveragED Foundation, to unpack a powerful truth: schools don’t thrive on curriculum alone—they thrive on peop...

  20. 53

    #54 Beyond desks and chairs... operationalizing innovative FF&E upgrades

    In Episode 54 of The Charter School Insider Podcast, host Daniel Casselli sits down with Susan Jenkins and Dr. Earl Metzler of Hertz Furniture to discuss how charter schools can go beyond desks and chairs and operationalize truly innovative FF&E (furni...

  21. 52

    #53 Mastering Teacher Onboarding for Lasting Impact With Keith Vigraham, VP of HR at Vertex Education

    When it comes to teacher retention, onboarding isn’t just the first step—it’s the foundation. In this episode, Keith Vigraham, VP of HR at Vertex Education, shares his two decades of experience working with charter schools across the country to break d...

  22. 51

    #52 Staffing based on… personalities? Featuring Racheal Sewards, Founder of Solare Collegiate Charter School

    What if staffing decisions weren’t just about qualifications—but also about personalities, team dynamics, and leadership potential? In this energizing episode of The Charter School Insider Podcast, host Daniel Casselli, President at BuyQ, sits down wit...

  23. 50

    #51 Ops Team Essentials: Building Trust & Running Effective Meetings with Jill Dunchick

    Great operations leaders don’t just get things done—they build teams that trust each other, communicate clearly, and move fast together. In this episode, Jill Dunchick —veteran educator, school leader, and leadership coach—joins Daniel Casselli to deli...

  24. 49

    #50 Building Systems & Culture from Day 1, featuring Dermoth Mattison,

    What does it really take to build a charter school from scratch—and do it well? In this milestone 50th episode, we sit down with Dermoth Mattison, founder of South Shore Charter School, to explore how intentionality in the early days can lay the ground...

  25. 48

    #49 Mastering Charter School Enrollment: Missteps, Metrics & Marketing Tips

    What do growing charter schools have in common? In this special compilation episode of The Charter School Insider, we’re bringing together the sharpest insights from enrollment-focused conversations with top charter leaders. Hear from: Bill Knous on th...

  26. 47

    #48 Top Leadership Lessons and Insights from Year One of the Seminar Community with Jen Davis Wickens

    In this special live episode, recorded at the Colorado League of Charter Schools Conference 2025, host Daniel Casselli sits down with powerhouse education leader Jen Davis Wickens. As the founder of Impact Public Schools and co-founder of Seminar —a na...

  27. 46

    #47 Ratings 101 with Blake Cullimore, Vice President - Senior Analyst at Moody's Ratings

    Understanding bond ratings can be a game-changer for charter school leaders navigating facility financing. In this episode, Daniel Casselli sits down with Blake Cullimore, a senior analyst at Moody’s Public Rating Finance Group, to demystify the world ...

  28. 45

    #46 Data-Driven Decision Making with James Cryan, Founder of Willow Education, Former CEO of Rocky Mountain Prep

    What happens when a charter school leader takes a hard look at the data—and doesn’t look away? In this episode, The Charter School Insider Podcast host Daniel Casselli welcomes James Cryan, founder of Willow Education and former CEO of Rocky Mountain P...

  29. 44

    #45 Serving the community IS the goal… enrollment is the byproduct - featuring Brilla Public Schools COO Reyes Claudio

    In this episode of The Charter School Insider, we’re joined by Reyes Claudio, the dynamic Chief Operations and Community Relations Officer at Brilla Public Schools. Reyes takes us deep into what it really means to serve a community — not just in theory...

  30. 43

    #44 The importance of financial storytelling featuring Neil Shah, serial CFO

    Financials aren’t just numbers—they tell a story. In this episode, Neil Shah, a seasoned CFO for nonprofits, joins Daniel Casselli to break down the power of financial storytelling and why it’s essential for charter school leaders. From understanding f...

  31. 42

    #43 How to increase attendance rates with Al Dawe, COO at University Prep

    Chronic absenteeism has surged in schools post-COVID, creating significant challenges for student success. In this episode, The Charter School Insider Podcast host Daniel Casselli sits down with Alastair Dawe, COO at University Preparatory Schools, to ...

  32. 41

    #42 Making sense of board committees with Mike Mizzoni, Chief Governance Officer at BoardOnTrack

    Charter school boards are responsible for overseeing multimillion-dollar organizations, yet most only meet for 20 hours a year. So how do the best boards ensure effective governance? The answer: committees. In this episode, The Charter School Insider P...

  33. 40

    #41 The most beautiful school in… the world? Facilities management strategies with Raymie Fernandez, COO at DREAM Charter School

    Managing school facilities isn’t just about keeping the lights on—it’s about creating spaces that inspire learning and reflect a school's mission. In this episode, The Charter School Insider Podcast welcomes Raymie Fernandez, Chief Operating Officer at...

  34. 39

    #40 What leaders can learn from THE job board for transitioning teachers with Josh Czupryk from Josh's K12 Jobs Blast

    Finding and retaining great educators is one of the biggest challenges in charter schools today. In this episode, Daniel Casselli sits down with Josh Czupryk, the creator of Josh’s K12 Job Blast, a go-to resource for educators exploring new career oppo...

  35. 38

    #39 From 15% staff retention to 95%... shifting mindsets to turn around school performance with Dr. Sarper Turker

    In this captivating episode of The Charter School Insider Podcast, Daniel Casselli, President at BuyQ, sits down with Dr. Sarper Turker, a visionary leader in education, to discuss his impressive turnaround story at Arkansas Lighthouse Charter Schools....

  36. 37

    #38 Rebuilding the people team of one of the largest charter networks in the country with Ru Sharma

    In this episode of The Charter School Insider Podcast, host Daniel Casselli sits down with Ru Sharma, Chief People Officer at Achievement First. With a professional background spanning global giants like Coca-Cola and Amazon, Ru brings a fresh perspect...

  37. 36

    #37 Managing procurement across 9,000+ square miles with no physical classrooms… featuring Tom Tafoya from Visions in Education

    In this episode of The Charter School Insider Podcast, host Daniel Casselli dives into the intricate world of charter school operations with Tom Tafoya, Chief Operating Officer at Visions in Education. Spanning 9,200 square miles without a single physi...

  38. 35

    #36 The 5 things that actually drive teacher retention and sustainability with Zainab Ali

    In this conversation, Daniel Casselli and Zainab Ali discuss the critical issue of teacher retention in K-12 education, particularly within charter schools. Zainab shares insights from a recent research report conducted by the Charter School Growth Fun...

  39. 34

    #35 $100M for charter schools about to expire… your crash course in E-Rate with CDW

    Did you know over $100 million in E-Rate funding for charter schools is about to disappear? This episode of The Charter School Insider Podcast is your ultimate crash course on E-Rate. Host Daniel Casselli dives into this critical topic with experts Car...

  40. 33

    #34 Developing a tiered approach for your organization’s budget with Yeime Valle, CEO of Brilla Public Charter Schools

    Join Yeime Valle, Executive Director of Brilla Public Charter Schools, as she shares how her team tackled financial challenges by developing a tiered budgeting strategy. In this episode, Yeime and host Daniel Casselli explore the power of transparency,...

  41. 32

    #33 Operationalizing school moves with Julie Anne Garretson, Network Director of Operations and School Support at Public Preparatory Network

    In this episode of The Charter School Insider, host Daniel Casselli talks with Julie Anne Garretson, Network Director of Operations and School Support at Public Prep. Julie shares her extensive experience managing complex school relocations across New ...

  42. 31

    #32 Building ops team infrastructure with Tina Dass & Stacy-Ann Brissett, Sr. Ops Directors for Prospect Schools (NY)

    In this episode of The Charter School Insider Podcast, we sit down with Tina Dass and Stacy-Ann Brissett, Senior Operations Directors at Prospect Schools (NY), to explore the critical role of operational infrastructure in driving the success of charter...

  43. 30

    #31 Spending $$ on Google & Facebook for your enrollment marketing with Dallan Wortham, Founder & CEO at Charter Connect

    In this episode of The Charter School Insider Podcast, host Daniel Casselli sits down with Dallan Wortham, CEO and Founder of Charter Connect, to explore the essentials of digital marketing for charter schools. They discuss the importance of setting ap...

  44. 29

    #30 From 8,000 to 10,000… enrollment marketing lessons from the largest virtual charter school in Georgia, with Maria Blencowe

    In this episode, we chat with Maria Blencowe, Director of Communications & Marketing at Georgia Cyber Academy, about how they grew enrollment from 8,000 to 10,000 students. Maria breaks down the strategies behind their digital marketing success and how...

  45. 28

    #29 Why succession planning is a mess with Mollie Mitchell

    In episode 29 of The Charter School Insider Podcast, Mollie Mitchell, Founder of The K12 Search Group, sheds light on why succession planning in charter schools often falters. With her expertise in executive recruitment, Mollie highlights the need for ...

  46. 27

    #28 You don’t have to do it all, leadership lessons with Executive Coach MK Flynn

    In Episode #28 of The Charter School Insider Podcast, “You don’t have to do it all: Leadership Lessons with Executive Coach MK Flynn,” host Daniel Casselli sits down with MK Flynn, an expert in executive coaching and education consulting. They delve in...

  47. 26

    #27 The Merger with Tricia Noyola, CEO at Rocky Mountain Prep

    In this insightful episode, Tricia Noyola, CEO of Rocky Mountain Prep, reveals the behind-the-scenes details of their groundbreaking merger with Strive Prep. She discusses the strategic motivations driven by declining enrollment and financial challenge...

  48. 25

    #26 What’s missing in your enrollment strategy with Vanessa Segovia Barry, Founder of Mariposa Consulting Group

    In this episode, Vanessa Segovia Barry from Mariposa Consulting Group unpacks the secrets to mastering enrollment marketing for charter schools. She emphasizes critical elements often overlooked: goal setting, strategic resource allocation, and adaptin...

  49. 24

    #25 Building an operations leadership pipeline with Trey Vernaci, Sr. Director of Operations at RePublic Schools

    In this episode of The Charter School Insider, Daniel Casselli talks with Trey Vernaci, Sr. Director of Operations at RePublic Schools, about the shortage of qualified operations professionals in charter schools, focusing on Mississippi. Trey discusses...

  50. 23

    #24 5 Best Practices to Turn Procurement into a Pillar of Financial Stability

    In this episode, Daniel Casselli outlines five best practices to make procurement a financial stability pillar. He stresses procurement's role in tough financial times and covers its four core pillars: strategic sourcing and cost management, policies, ...

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ABOUT THIS SHOW

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!

HOSTED BY

Presented by BuyQ

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Frequently Asked Questions

How many episodes does Charter School Insider: Lessons from the Nation's Top Charter School Operators have?

Charter School Insider: Lessons from the Nation's Top Charter School Operators currently has 50 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is Charter School Insider: Lessons from the Nation's Top Charter School Operators about?

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...

How often does Charter School Insider: Lessons from the Nation's Top Charter School Operators release new episodes?

Charter School Insider: Lessons from the Nation's Top Charter School Operators has 50 episodes. Check the episode list to see recent publication dates and frequency.

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

Charter School Insider: Lessons from the Nation's Top Charter School Operators is created and hosted by Presented by BuyQ.
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