Greg Hart

Greg Hart

Product Manager & Tech Explorer

Professional Biography

I started my career in a 7th grade science classroom. I loved it, and it taught me something I've carried into every role since: the people closest to students—teachers, staff, families—are the ones doing the real work of keeping kids safe and helping them learn. My job has always been to give them better tools to do it.

From the classroom, I moved into district leadership at Hillsborough County Public Schools—the 8th largest school district in the nation—where I eventually led Customer Experience teams and oversaw major IT adoption initiatives for 250,000 end users. Transitioning to Gaggle allowed me to take that background and serve districts nationwide. Sitting in almost every seat in K-12—as a teacher, district leader, solutions engineer, and now product manager—gives me a grounded perspective on modern EdTech. Being a parent of public school kids and married to a teacher keeps the everyday realities of the classroom right at my kitchen table.

Today, as Product Manager at Gaggle, I lead our Guardian Portal as well as our device agents and extensions. I focus on building a unified surface that brings web filter reporting, parent controls, and safety tools together in one place for families and districts. Every day, I build with one question in mind: Does this actually help the people protecting kids do their job better? That is the work I care about, and it's the reason I've never really left the classroom behind.

Core Skills & Technologies

Product Management
EdTech Strategy
Solutions Engineering
Change Management & Adoption
K-12 Education & IT Leadership

Professional Experience

Jul 2026 - Present Gaggle

Product Manager

Leading product for Guardian Portal, device agents, and extensions to build a unified surface for web filter reporting, parent controls, and student safety tools.

Jan 2024 - Jul 2026 Gaggle

Solutions Engineer

Served as product and technical expert helping K-12 customers solve complex challenges, bridging Sales, Customer Experience, and Technical teams.

Oct 2020 - Jan 2024 Hillsborough County Public Schools

Integrations Lead - Customer Experience

Led Customer Success, Help Desk, and Security teams for the 8th largest US district (250k end users); directed district-wide M365 migration and adoption strategy.

Earlier Hillsborough County Public Schools

District Leader & Educator

Served in various K-12 administrative and teaching roles, including 7th grade science teacher, spanning a 20-year career in public education.