Director of Philanthropy

About PJ Library

PJ Library, a program of the Harold Grinspoon Foundation, was launched with a humble beginning in 2005, sending books to children in western MA about Jewish holidays, culture, and values. Today, PJ Library has exploded into an internationally recognized, $36M global cultural literacy venture that partners with philanthropists and Jewish communities around the world to provide families raising Jewish children with the gift of free, high-quality children's books and resources that foster deeper engagement with Jewish life.

The Harold Grinspoon Foundation (HGF), founded in 1991 by real estate guru and businessman, Harold Grinspoon, is one of the most entrepreneurial and business-oriented non-profits in the nation. Based in the Springfield, MA area, and with over 150 employees, HGF is committed to enhancing global Jewish life. The Foundation offers the stability of a thirty-year established organization; the creative, exciting and fast-paced nature of a start-up; and the long-term growth opportunities of an endowed Foundation committed to its mission for decades to come.

Position Overview

Reporting to the Chief Philanthropy Officer, this position will lead a team to cultivate, steward, and renew major gifts and fee income critical to the financial sustainability of PJ Library. Over time, major gift revenue will be the engine for PJ Library's growth, such that the Individual and Institutional Partnerships Director will secure directly, enable, or support more than half of annual revenue. The Director will be a strategic thought leader to the Chief Philanthropy Officer, manage a team of experienced front-line fundraisers, Advancement Officers, and partner closely with the Director of Donor Relations, the Director of Development Operations, and cross-team colleagues.


  • Secure $12M + in major gifts each year through direct reports, with senior leadership, and/or directly…

  • Secure transformational “Alliance” gifts of $1,000,000+/5 years; collaborate with Foundation leadership, including President, Founder, and trustees as appropriate

  • Secure five- and six-figure gifts; coach direct reports to develop and deliver on individualized cultivation plans; hold a portfolio of 35-50 major gift donors and prospects

  • Working closely with the Chief Philanthropy Officer develop and implement PJ Library's major gift program for ongoing sustainability and growth

  • Oversee special cultivation vehicles such as the PJ Library New Works Fund

  • Explore the creation of local lay-leadership structures, as appropriate, to increase sustain PJ Library's programming and financial health

  • Maintain a global lens: partner closely with the Director of PJ Library International, regional International Directors, PJ Library leadership, and the Executive Director of Keren Grinspoon Israel to raise and steward support for PJ Library across the globe

Steward partner executives and support local fundraising

  • Build and maintain strong relationships with operating partners' executive teams to ensure partnership health as measured by growing PJ Library enrollment, active local community engagement, comprehensive data collection, and constant to growing fee income, and sustained financial health

  • Develop and sustain meaningful stewardship plan for operating partners' executive leadership

  • Coach direct reports to maintain productive relationships with operating partners' executive teams; hold a small portfolio of local executive leadership relationships

Team leadership

  • Manage the team of experienced front-line fundraisers (Advancement Officers)

  • Ensure right-sized portfolios across fundraisers; set collective team goals and individual fundraisers' goals

  • Coach direct reports to achieve their goals, maximize their major gift portfolios, and grow the major gift pipeline

  • Coordinate with the Prospect Manager and reinforce data-driven portfolio refresh protocols, prospect identification, and moves management processes

  • Define and regularly review leading indicators/interim metrics to ensure progress to goal

  • Develop Advancement Officer team to ensure individual and collective professional growth

  • Work with Chief Philanthropy Officer, Director of Donor relations and Director of Advancement Operations to “row together” to achieve organizational financial health goals

  • Secure resources to ensure team success, including working with Chief Philanthropy Officer, Managing Director of PJ Library, and program staff to ensure advancement officers maintain a deep understanding of program activities and needs

  • Report on department performance, needs, and opportunities to the Chief Philanthropy Officer, Organizational Leadership, and the Board of Trustees as appropriate


Skills and/or Experience Required:

  • Bachelor's degree

  • Minimum of 10 years of experience in leading development strategy and managing teams towards fundraising success

  • Demonstrated success in major gift solicitations and portfolio management

  • Intense achievement orientation: sets ambitious, data-based goals and exceeds them

  • Relationship builder with a track record of forging trusted partnerships and driving impact through influence

  • Ability to implement fundraising best practices while adapting for the unique donor or program; brings rigor and discipline, but not afraid to get creative when the situation demands it

  • Ability to manage multiple projects simultaneously and prioritize responsibilities effectively

  • Collaborative team-player excited to work across departments and programs to achieve the best possible results

  • Exceptional written and verbal communication; Able to represent the Harold Grinspoon Foundation at all times

  • Proficiency in the Microsoft Office suite of programs, experience in NXT a plus

  • Excellent organizational skills and attention to detail

  • Strong analytical and critical thinking skills

  • Experience in Jewish organizations and ability to speak persuasively of the mission of Harold Grinspoon Foundation a plus

Compensation / Benefits:

  • Competitive annual salary

  • Opportunity to work a remote or hybrid work schedule

  • Opportunities for advancement

  • Comprehensive benefits to include:

    • Health Insurance

    • Vision & Dental Insurance

    • Flexible Spending Plan

    • Short Term Disability Insurance

    • Long Term Disability Insurance

    • 401(k) Retirement Plan with Employer Match

    • Paid Sick, Holiday and Vacation Time



Email resume and letter of interest to Brenda Wishart at

Apply Here

*Vaccination against COVID-19 is a condition of employment. The selected candidate will be required to provide proof of vaccination to Human Resources prior to start date.

The Harold Grinspoon Foundation is an equal opportunity employer. All qualified applicants are invited to apply. For more information about the foundation and its programs, visit