Video
Meetup

IT Meetup: Staffing, Structure, and Building the Right IT Team

This session features a collaborative discussion led by Jimmy Cudzilo (CIO, Miami Country Day School) regarding the evolving landscape of IT staffing, departmental organization, and talent retention within independent schools.

Transcript

Takeaways

  • Evolving Departmental Structures

    Schools are increasingly experimenting with splitting IT into distinct operational and academic branches to better serve pedagogical needs while maintaining robust technical infrastructure and cross-departmental communication.

  • Strategic Retention Strategies

    Beyond salary, schools retain elite talent by offering professional development, hybrid work flexibility, "stay interviews," and personal growth goals that align with an individual’s career aspirations.

  • Visibility and Relationship Building

    Effective IT leadership involves "going to see the work" through regular rounds and hallway conversations, which uncovers technical issues that often bypass formal help desk ticketing systems.

  • Professional Development Advocacy

    Dedicated budgeting for team professional development is essential to ensure staff skills keep pace with rapid technological changes, preventing the institution from lagging behind industry standards.

About the presenter

James Cudzilo

Chief Information Officer

I’m a technology leader with over 20 years of experience crafting systems that serve communities, educational institutions, and mission-driven organizations. As CIO at Miami Country Day School, I redesigned campus-wide communications using digital signage, creating real-time alerts, empowering teachers, and boosting event engagement. I also forged a connected data ecosystem that unified admissions, fundraising, and academic workflows with secure, role-based permissions and system access. I’m passionate about leveraging technology not just for efficiency, but to enhance human connection and organizational purpose.