Jeff Benjamin

Founder & CEO · Facilitron

K-12 school facility scheduling and community-use management softwareLos Gatos, CA

Jeff Benjamin is founder and chief executive of Facilitron, a Los Gatos platform that lets school districts and public agencies schedule, maintain and rent out their buildings through one system. He has said his three children's school and activity schedules prompted him to start it, after senior roles at technology and media companies including CBS Interactive, Gannett, Printroom and Brand Affinity Technologies.

Last reviewed: Sep 19, 2026

Jeff Benjamin

Founder & CEO Facilitron

Last Reviewed: September 19, 2026

Executive Summary

Jeff Benjamin is the founder and chief executive of Facilitron, a Los Gatos company addressing an oddity of American public infrastructure: school districts own some of the largest property portfolios in their communities and have historically had almost no systematic way to schedule, maintain, insure or charge for them. Facilitron puts scheduling, work orders, maintenance, payments, insurance and reporting into one platform and operates a public marketplace where community groups can book district facilities. Benjamin has said the idea came from his own household — three children, and the tangle of school and activity schedules that came with them. Founded in 2014, the company says it has supported more than 10 million community events and now manages billions of square feet of public space, and Benjamin has increasingly framed its purpose in civic terms: not access to school buildings, which he treats as settled, but stewardship of them as public assets.

Career Highlights

  • Founded Facilitron in 2014 and leads it as chief executive, confirmed in the company’s June 2026 press release and on its current team page.
  • The company reports supporting more than 10 million community events and managing billions of square feet of public space, operating with no upfront fees or out-of-pocket costs to districts.
  • Created Facilitron University, an annual national convening of superintendents, chief business officers, operations leaders and policy experts; the sixth edition runs 9-11 November 2026 in La Jolla, California, under the theme “From Access to Accountability: The Stewardship Era of School Facility Management”.
  • Launched the inaugural Facilitron Stewardship Awards alongside FU6, framed as recognition for district leaders “strengthening public trust, improving accountability, and ensuring school facilities remain valuable community assets”.
  • Cites district outcomes publicly, including East Side Union High School District, whose annual facility-use revenue rose from roughly $450,000 to nearly $2 million after it adopted stronger governance and transparency practices.
  • Holds an MBA from the University of Oregon.

Professional Journey

Before Facilitron, Benjamin worked in technology and media. The company’s own account of that period is deliberately unspecific — he “held various senior and executive roles with technology companies including Brand Affinity Technologies, Printroom, Inc., CBS Interactive, and Gannett” — and no source gives his titles at any of them. Two of those names are connected: Printroom, an online platform for fan photography, was acquired by Brand Affinity Technologies, and Printroom’s co-founders Mike Kapul and Joanne Hu are now Facilitron’s President and Chief Technology Officer respectively. The founding team, in other words, had worked together before.

Facilitron began in 2014 from a domestic observation rather than a market analysis. Benjamin’s three children and their school and activity schedules made visible how much administrative friction sits between a public building and the community that funds it — permissions, insurance certificates, fee schedules, calendars kept in spreadsheets, revenue that districts were entitled to and never collected. The product started with facility rental and community use, and grew outward into the rest of facility operations: work order automation, preventive maintenance, asset tracking, building automation, inspections, developer fees and dashboards.

The commercial model matters to the pitch. Facilitron charges districts no upfront fees or out-of-pocket costs, which makes adoption a governance decision rather than a budget decision — a significant distinction for public buyers operating under deferred maintenance backlogs and staffing shortages.

More recently Benjamin has been arguing for a shift in how districts think about the problem. “School districts have spent decades talking about access,” he said in June 2026. “Access remains critically important, but today’s leaders are being asked to solve a much bigger challenge. They are responsible for some of the largest public assets in their communities. The challenge is no longer simply providing access. The challenge is stewardship.” Facilitron University, now in its sixth year, is the venue he has built for that argument, and the Stewardship Awards launched with the 2026 edition are its formalisation.

Education

University of Oregon

MBA