VP of Leadership Gifts

We’re future builders. Through the framework of entrepreneurship, we guide high school students through the development of the mindsets and skill-sets they need to thrive in 21st century careers.
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The Possible Project (TPP), a nonprofit organization, seeks a highly experienced and skilled Vice President of Leadership Gifts. This is an ideal opportunity for a senior development professional who is passionate about closing the opportunity gap through building relationships with donors to strengthen major gift fundraising.  This person is likely most interested in weighting their time towards the externally facing responsibilities of relationship-building fundraising, and will heavily contribute to partnership strategy.   

Since its founding seven years ago, The Possible Project has designed, implemented, assessed, and refined a model for after-school programming that provides high school students with an opportunity to conceive and launch their own businesses, gain authentic work experiences, have access to industry and professional mentors, and receive personalized guidance on post-secondary opportunities. The Possible Project partners with students to develop an entrepreneurial mindset, critical job-readiness skills, and STEM confidence through a dynamic project-based curriculum.

The VP Leadership Gifts is a new role within Development and will be focused on managing a portfolio of major opportunities including corporate, government, individuals, as well as, national sources.    Working as a member of the Business Development Project Team and reporting into the VP of Development and Partnerships, the VP Leadership Gifts will strategize and implement a winning and long-term approach to funding, as part of a 5 year sustainability plan, and in conjunction with the goals and reporting standards of the department and the project team structure. The VP will manage a portfolio of existing supporters, as well as, prospect and cultivate new donors passionate about The Possible Project's mission. The VP's work will be extremely donor facing, spending much of their time meeting with donors to understand and connect them with funding opportunities that align with their philanthropic interests.  

The VP of Leadership Gifts will play a critical role in a rapid expansion of The Possible Project's development plan and greatly increase its annual revenue through major and leadership gifts. This role will serve on the Executive Leadership Team of TPP.   


  • Develop and manage a portfolio of donors through quality, strategic contacts and face-to-face visits to identify, cultivate, solicit, and successfully close six+ figure gifts
  • Develop and implement a plan to  increase the number of major donors and their increased engagement
  • Write briefings, proposals, and reports for donors and prospects tapping the leadership team when and where needed to steward and close significant gifts
  • Manage and track all activity, outlining strategic next steps for each donor
  • Develop and maintain a thorough understanding of The Possible Project's program and funding priorities to effectively connect supporters to funding needs
  • Contribute in a meaningful way to raising The Possible Project's annual fundraising target. Responsible for raising a 5x their annual salary with increasing goals over time. 
  • Collaborate with development staff to share and implement best practices and use of resources


  • Commitment to the mission and work of The Possible Project
  • A deep understanding of Boston’s philanthropic landscape 
  • Ability to compellingly convey The Possible Project's mission, impact, and needs across the community in an authentic way that honors students and their families
  • Self-starter and motivated by building strong external and internal relationships 
  • Strong Team player and collaborator, working towards team success and impact  
  • Possess a strong commitment to timely, transparent and consistent communication and reporting within a highly matrixed and interdisciplinary team
  • Ten+ years successful fundraising experience strongly preferred; minimum of five years of experience closing gifts >$100,000
  • Experience contributing to the development of donor and department strategy, with the ability to execute effectively
  • Ability to build strong, long-term relationships, strong listening skills, and the ability to converse with donors and prospects in a thoughtful, engaging manner
  • Strong skills in planning, organizing, attention to detail, and oral and written communication, including strong presentation skills
  • Strong analytical and critical-thinking skills with a solutions-oriented approach to addressing challenges
  • Extremely organized with the ability to manage self, goals and work product in a fast-paced environment
  • Experience with Salesforce or similar database systems
  • High energy, dynamic, positive personality
  • Knowledge of current issues influencing youth development 

Or, know someone who would be a perfect fit? Let them know!


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