Ralph deGennaro Resume

(617) 612-5303




Collaborative, practical, results-oriented technology leader driven to guide organizations in incorporating seasoned technology. Adept at identifying needs across stakeholders and connecting them to innovative and intuitive solutions. Excels at building productive relationships and effective teams while maintaining a strategic eye on costs and the organization’s direction.


  • Technology Vision

  • IT Governance

  • Budgeting & forecasting

  • Vendor & Contract Management

  • Enterprise IT Systems

  • IT Project Management

  • Procedure Change Management

  • Technology Mentor

  • Systems & Network Architect

  • Systems & Network Admin

  • Customer Service

  • Dev Ops


South Shore Charter Public School, Norwell, MA — Director of Technology

August 2011 - PRESENT

  • Guided SSCPS’s technology footprint as enrollment grew from 526 students in FY2012 to 1050 students in FY2022, as well as growing from 1 to 3 buildings.

  • Led SSCPS in keeping up to date on educational, administrative, and other technology solutions. Coached faculty, staff & administration through technological and workflow adjustments.

  • Implemented 1:1 Chromebook program addressing educational, procedural, policy & technological concerns.

  • Successfully migrated school to full Google Workspace using a multi-group, multi-year plan. While maintaining a mixed Windows AD, Mac OS, and Chromebook environment.

  • Designed, implemented, and enhanced network infrastructure to match changing needs.

  • Grew IT team from 1.5 to 3.5 members (including self); mentored members for new needs & workloads.

  • Taught technology classes for grades 3-4 & 9-12.

Vigorous Mind, Newton, MA — Directory of IT

June 2007 - August 2011

  • Provided IT leadership to a startup company of remote individuals. Responsible for technology infrastructure; collaborate on defining business & technical product needs; consult on sales tasks; provide technical-closer/sales-engineer services.

  • Learning Machines, Watertown, MA — Consultant/Director

  • December 2004 - August 2011

  • Continue Learn-Net, Inc. role after Learning Machines’s exclusive contract.

  • Sub-contractor for Pearson School Systems, Inc. (PSS) creating & performing conversions from legacy products to PowerSchool via various ETL tools.

  • Sub-contractor for PSS extracting/grooming/loading the Inform data-mining product.

  • Implementation and database-related services for additional custom projects.

Learn-Net, Newton, MA — Director Of Technical Services

  • June 2003 - December 2004

  • Defined US market technical & business requirements.

  • Conduct product demos; defined scope & estimation of all sales contracts in the US.

  • Customize & Implement SIS/ERP product (MSSQL/.NET) for educational institutions.

  • Managed technical & business implementations and training.


Johns Hopkins University, Baltimore, MD — Bachelors Science Psychology

August 1990 - May 1994