Chief Information Officer

About Our Organization

Founded in 1991 by real estate guru and successful businessman, Harold Grinspoon, the Harold Grinspoon Foundation (HGF) is an entrepreneurial and business oriented non-profit. Based in Agawam, Massachusetts (just five minutes from Springfield and twenty minutes from Hartford), HGF and its sister foundation the Harold Grinspoon Charitable Foundation (HGCF), employ over 100 employees and offer national and international philanthropic programs that range from enhancing Jewish life throughout the US and the globe, to bringing together colleges and universities to promote entrepreneurship, to providing support and resources for local farmers, to honoring local public school teachers, to supplying over 650,000 free books monthly to children throughout the world. The Foundation offers the stability of a thirty-year established organization valued at over $500M with the feel of a creative, exciting and fast-paced start-up, and the long-term growth opportunities inherent in an endowed Foundation committed to its mission for decades to come. Needless to say, The HGF is not your average non-profit! That’s why we are seeking a business-savvy and entrepreneurial minded Chief Information Officer (CIO) to lead Information & Technology Initiatives for the Foundation. 

About the Opportunity

The CIO position offers the best of both worlds – an opportunity to work in a hands-on way with talented developers, network administrators, data professionals and technology partners/vendors, as well as the opportunity to have a ‘seat at the table’ setting strategy for growth and new initiatives. The CIO will join the Founder, President, and Senior Leadership Team. A collaborative working culture, among smart, creative people who are passionate about their work makes this a very attractive and one-of-a-kind opportunity in the Greater Hartford/Springfield area.


  • Develop and execute a strategic IT roadmap for all information technology initiatives encompassing infrastructure, application development, data management and digital transformation.
  • Oversee the strategic direction of Information Technology infrastructure including data centers/hosting/cloud, networking and telecommunications, desktop and devices, information security, and shared applications.
  • Develop and oversee effective disaster recovery policies and standards to align with business continuity goals. Coordinate the development of implementation plans and procedures to ensure that business-critical services are recovered in the event of a security event.
  • Evaluate key industry and technology trends and provide thought leadership to ensure the IT team is engaged on current trends and developments.
  • Lead, motivate and develop a team of talented developers, network administrators, data professionals and technology partners/vendors.
  • Participate as a senior member of the Leadership Team.
  • Oversee and manage key projects from inception to implementation.
  • Review hardware, software and maintenance contracts and pursue master agreements to capitalize on economies of scale. Negotiate all new contracts and contracts at renewal.
  • Manage a $3 Million annual budget to include all related financial reporting.


The ideal candidate will have worked in a business environment for 8-10 years having experience managing large transformational projects, as well as the leading and supervision of teams. At heart, the CIO will be passionate about the use of Information Technologies to help solve business problems and be known professionally as someone who can generate enthusiasm and get things done.


  • Bachelor’s Degree in Computer Science or Information Technology. Master’s degree preferred.
  • A minimum of 8-10 ten years of experience working in Information Technology.
  • 5 Years minimum experience managing and leading teams to include attracting, interviewing, hiring, developing, and retaining top talent.
  • Exceptional interpersonal, problem solving, communication and project management skills.
  • Demonstrated ability to apply IT solutions to business problems and opportunities.
  • Experience in website development, SEO and analytics for corporate and community sites.
  • Strong budget creation, budget management and contract negotiation skills.
  • Experience with the software development lifecycle, modern programming languages (C#, ASP.Net, JavaScript) and Microsoft SQL Server is highly desirable.
  • Working knowledge of Microsoft Dynamics 365 and Microsoft Dynamics Navision a plus.
  • Experience with Kentico Web Content Management is a plus.
  • In-depth knowledge of applicable laws and regulations as they relate to IT.
  • Excellent written and oral communication skills.
  • Self-motivated and directed.
  • An appreciation and passion for both business and social entrepreneurship.

What’s in it for You

  • The next step in your career … more responsibility, autonomy and the resources you need to fully utilize technology to support business goals.
  • The chance to love coming to work every day because you’ll be leading in a dynamic organization making a positive impact and difference in the lives of others.
  • A creative, collaborative and team-oriented environment comprised of smart, motivated and thoughtful professionals.
  • A competitive salary commensurate with skills, talent and value.
Comprehensive benefits to include:
  • Health Insurance
  • Vision & Dental Insurance
  • Flexible Spending Plan
  • Short Term Disability Insurance
  • Long Term Disability Insurance
  • 401K Pension Plan with Employer Match
  • Paid Sick, Holiday and Vacation Time
Convenient office location close to highways with free off-street parking.

To Apply

Email letter of interest and resume to [email protected]. All inquiries will be held in strict confidence. 

Learn more about The Harold Grinspoon Foundation and our renowned ‘PJ Library Program’ at

To Apply

Email letter of interest and resume to [email protected]. All inquiries will be held in strict confidence. 

No phone calls please.