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Executive Director



Headquarters: Cambridge, MAAnnual Revenue: $1,030,255

Number of Direct Reports: 6Total Employees: 8

Supervisor: Board of Directors

We’re seeking an innovative, culturally-responsive organizational leader to build Y2Y Network’s movement to disrupt the cycle of homelessness by and for a generation of young adults.

Y2Y Network’s groundbreaking college partnership model mobilizes young people to provide a safe and affirming environment for young adults experiencing homelessness. Founded in 2015, Y2Y Harvard Square is the nation’s first homeless shelter for young adults run by college students. By 2020, Y2Y Network plans to launch its second site and seeks to nationally grow its footprint. 

A Proven Model: Y2Y is positioned to prevent long-term cycles of homelessness. Y2Y’s peer-to-peer model relies on the talents, passion, and leadership of hundreds of young adults. Y2Y meets guests’ needs with a comprehensive program to provide emotional and physical stability and facilitate access to critical resources. Y2Y’s extensive partner network includes professional health care providers, skilled volunteers, and community partners. Student staff advised by faculty and professionals offer programming in legal aid, career readiness, and creative expression. Student case managers work with guests to access critical resources, including job training, mentoring, mental health care, and permanent housing. The youth-to-youth model has proven to be uniquely effective in creating a space where young people feel safe and can move forward on a pathway out of homelessness. 

Young Adults as Leaders and Change Agents: To date, over 450 young people experiencing homelessness have accessed Y2Y’s services, including legal, health, and case management. In 2018, close to 1 out of every 4 of guests obtained employment during their stay and 70% of guests reported leaving Y2Y on a pathway out of homelessness. 

Working at Y2Y has significant impact on the 500+ students who have volunteered as shelter staff. Before beginning to work with guests, each student receives training in topics including trauma-informed care, positive youth development, conflict de-escalation, and psychiatric first aid. 95% of volunteers report that their experience at Y2Y makes them more likely to pursue public service work in their careers. Together, guests and student staff receive training and support to become the next generation of advocates for youth-driven solutions to homelessness. 

National Impact Through University + Community Partnerships: Y2Y works closely with leading academic researchers in fields relating to child welfare, at-risk youth, and homelessness. Y2Y has also benefited from student-led research including data analysis, strategic growth programming and program design. 

About Our Work: Y2Y’s work has been featured in the Boston Globe, National Public Radio, The Huffington Post, and NowThis. Y2Y’s strategic and foundation partners include MassChallenge, The Draper Richards Kaplan Foundation, the Harvard Innovation Lab, Social Innovation Forum and TUGG. Y2Y is proud to have been honored by the Massachusetts Nonprofit Network and New England Business Association. For more information about our work, our team and our partners, please visit https://www.y2ynetwork.org.  To hear Elizabeth Warren talk about the potential and power of our work, please click here.  


Y2Y is poised to transition from successfully operating our first shelter in Cambridge to building a national movement. As we prepare for our next stage of growth, we seek an Executive Director with exceptional team and organizational leadership skills and a collaborative and strengths-based approach. Y2Y’s next leader must be passionate about positioning young people as leaders in breaking the cycle of homelessness for young adults. You will be successful in this role if you can steward new opportunities, plan and support implementation of our overall growth and fundraising strategy, build and lead a healthy and high performing team, and predict and problem-solve gaps to position the organization for growth. An ideal candidate is a results-driven leader with demonstrated competence for guiding and managing an organization at a similar stage of development, size, complexity and trajectory.

As Executive Director, you will be responsible for overall strategic and operational leadership of the organization, including managing Y2Y staff, its Board of Directors, and university and community partners. You will steward a path for programmatic and operational growth towards a goal of serving 300 guests in Cambridge and an anticipated second site by 2020, and designing and implementing the expansion plan for new markets. Beyond ensuring successful operations at our current shelter, you’ll create and execute a strategy for Y2Y staff and guests to advocate for systems change to promote increased attention and resources toward disrupting youth homelessness.

This role reports to Y2Y’s Board of Directors and works in close partnership with our guests, student staff and community and university partners. The Executive Director will manage the staff team, including New Site Development, Operations, Development, Impact, Program, Finance and Site Coordinators. 


As the Executive Director, you will be responsible for the following threads of work:

Organizational Leadership and Program Stewardship

  • Position guests, student staff and volunteers as leaders in the movement to interrupt the cycle of youth homelessness and create a sustainable framework for their leadership to thrive
  • Work closely with the staff, Board and key stakeholders to align outcomes with strategic goals
  • Support and foster a culture that embraces teamwork, transparency, seamless communication and mentorship for staff 
  • Collaborate with Board and staff team to drive the organization’s economic model and sustainability strategies
  • Promote ongoing success of core services by using data to drive decisions and foster a spirit of continuous improvement
  • Enhance and maintain Y2Y’s systems and infrastructure, including team management

Fundraising and Partnership Development

  • Cultivate and steward critical relationships such as college and university partnerships, shelter locations, funders, and community organizations, to reach organizational scale and sustainability goals
  • Execute ambitious but achievable annual and long-term plans for revenue generation and partnership creation 
  • Effectively engage the Board of Directors to provide ongoing support and engagement in the areas of community partnerships and resource development
  • Strengthen program effectiveness by fostering relationships with Y2Y partners, collaborators, volunteers, staff, donors, community organizations and program participants
  • Provide funders and partners with data, reports, and information to feel confident that their contributions are being deployed in a cost-effective and results-driven manner

 Advocacy and External Affairs

  • Strategize with the leadership team on approaches to building important and sustained cross-sector partnerships that include community and state agencies that can generate both revenue and influence on ending youth homelessness
  • Maintain a working knowledge of significant developments and trends and build Y2Y as a sought-after resource in the fields of youth homelessness, youth leadership and university partnerships


There are innumerable ways to learn, grow and excel professionally. We respect this when we review applications and take a broad look at the experience of each applicant. We want to get to know you and the unique strengths you will bring to the work. This said, we are most likely to be interested in your candidacy if you can demonstrate the majority of the qualifications and experiences listed below:

The Executive Director will be a strategic and dedicated champion of Y2Y. Energetic and enterprising, successful candidates will demonstrate deeply held respect and understanding of the power of youth leadership, even if their primary professional background is in another field. Demonstrated commitment to serving vulnerable populations in a direct service capacity preferred. 

  • Trajectory of increased breadth and depth of development and management experience gained in high-growth organizations
  • Ability to build sustainable and productive partnerships with nonprofits, businesses, academic institutions, and city and state government agencies
  • Comfortable and capable of speaking to these constituents and other stakeholders about the power and potential of Y2Y Network’s model
  • Ability to compel others to action as a key storyteller of our path to impact, priorities for growth and ongoing contributions to the communities and young people we serve
  • Desire to play a key role in achieving an ambitious vision requiring cultural responsiveness, bold thinking and comfort with pivots to harness opportunity to strategically advance our work 
  • A proven track record and passion for nonprofit fundraising that is demonstrated in a commitment to maintaining current funders, a zest for cultivating new donors, an ability to generate new revenue streams, and a history of successfully taking organizations to the next level of sustained philanthropic support
  • Self-motivated and inspirational problem solver with demonstrated ability to coach, manage, and develop high performing, diverse teams to achieve strategic objectives
  • Intellectual depth, maturity, and the ability to collaborate effectively with colleagues, Board Members, external partners and direct reports
  • Strong analytical skills and use of data to drive fundraising and partnership decisions and forecasting
  • Service mindset and execution; prepared and committed to work “shoulder to shoulder” to support Y2Y Network’s daily operations and program implementation
  • Experience with advocacy, relevant public policy, and systems reform efforts

In addition, the successful candidate will demonstrate our organization’s key values:

  • Dignity: Dignity is for everyone. We believe everyone deserves to feel pride and self-worth, and we are committed to ensuring that all people are treated with the utmost respect and kindness.
  • Safety: Our priority is to maintain an environment where everyone, including all our guests and volunteers, feel completely safe. We continually strive to ensure not only their physical safety, but their emotional safety as well. This is a space of comfort and trust.
  • Adaptability: We never stop growing and improving. Quantitative and qualitative surveys and assessments allow us to continually update and adapt our programming to ensure that we are providing the absolute best service possible.
  • Collaboration: Everything we do is a team effort, from day-to-day operations to advocacy and leadership. We thrive on a connected environment, bringing together the unique skills of expert service providers, community members, local institutions, motivated students, and talented young adults experiencing homelessness to achieve meaningful goals and create positive change.
  • Affirmation: We are open to all lived experiences and strive to create a non-judgmental, open, and affirming space for young people of all gender identities and sexual orientations.


Y2Y Network offers a collaborative staff team, flexible work environment, and comprehensive benefits package. Our salary range is $115,000-$125,000. Click here to find an overview of the available benefit offerings.


Y2Y Network is an Equal Opportunity Employer committed to sustaining a diverse community with a work environment that is welcoming, respectful, and encouraging to all. We foster a culture of inclusion that celebrates and cultivates diversity along multiple dimensions, including race, ethnicity, sex, gender identity, gender expression, sexual orientation, out of home care, age, national origin, socioeconomic status, religion, ability, culture, and experience.

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our philosophy

We believe in the power of positivity, and that people deserve to be happy both at home and at work.  That's why we focus on three key components to find the right match for each of our current openings: aligning your individual strengths with the requirements of the role, finding work you feel passionate about, and ensuring your values match those of the organization.

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