alison gray pear associates

Alison Gray

Founder and President

Alison is passionate about helping mission-driven organizations expand their operations and programs. She launched Pear Associates after spending over 25 years working within the nonprofit sector. Early in her career, Alison demonstrated an ability to lead and grow several nonprofits, including Deana’s Fund (now called Deana’s Educational Theatre), Healthy Malden, and Breakthrough Cambridge (now Breakthrough Greater Boston); she also launched her own freelance grant writing practice to help Greater Boston nonprofits secure public and private funds in support of programs. In 2009, Alison transitioned her skills from the nonprofit to the for-profit sector, helping to build Freedman Health Care from a one-consultant practice to a thriving national consultancy. With her passion for the nonprofit sector and proven entrepreneurial spirit, Alison took the leap in 2018 to create her own nonprofit consulting firm. In just five years, Alison has grown Pear Associates to a 14-employee team, bringing their expertise to more than 100 clients within the health, human services, and education sectors.

As a long-term member of the Association of Fundraising Professionals, MA Chapter, Alison has been a consistent faculty member of the Fundraising Fundamentals course, and a past member of the annual conference planning committee. Alison has brought her expertise in business development, strategic planning, and grant writing as a presenter/trainer for the MA Nonprofit Network, Provider’s Council, MA League of Community Health Centers, Grant Professionals Association, and New Hampshire Center for Nonprofits.

Alison’s commitment to mission-driven organizations has gone well beyond her employment. She is a volunteer Court Appointed Special Advocate with the CASA Project in Worcester County, serving as a guardian ad litem/advocate for children in the child welfare system. Alison was inspired to take on this role after writing several large-scale federal grants through which she learned about the challenges faced by children in state custody. As a former Wellesley, MA resident, Alison served on the Board of the Wellesley Friendly Aid Association. This community-based, nonprofit organization works to improve the residents’ well-being and quality of life. Most recently, Alison has volunteered her time to support Health Imperatives as expanded access to medication abortion services, h the Pilgrim Monument and Provincetown Museum to boost their revenue generation efforts.

Alison received a Master of Education degree from Suffolk University. She enhanced her finance skills through Babson Executive Education and her program development proficiencies through the Institute of Communication Improvement. Alison received her Certificate of Professional Development in Diversity, Equity, Inclusion, and Belonging for Consultants from the Institute for Nonprofit Practice and TSNE Mission Works in the Spring of 2021 and Strategic Planning in Health Care Credential from the Society for Health Care Strategy and Market Development in 2023.  

Alison and her wife Julie split their time between Boston and Provincetown. She loves hanging out with her college-age children and playing with their four energetic dogs. Alison is an avid reader, an improving tennis player, and aspiring competitive powerlifter.