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Executive Director


Headquarters: Boston, MA

Annual Revenue: $1.9 million

Number of Direct Reports: 2

Total Employees: 19

Supervisor: Board of Directors 

Employee Benefits

We’re seeking an innovative, culturally-responsive and seasoned organizational leader to lead Silver Lining Mentoring to empower more youth in foster care to thrive through committed mentoring relationships and the development of essential life skills.

Silver Lining Mentoring (SLM) fosters strong mentoring relationships and supports life skills development to support young people impacted by foster care to thrive in adulthood. We are among a few mentoring organizations in the United States, and the only mentoring organization in Massachusetts, that exclusively serves the unique needs of youth in the foster care system.

SLM offers three core services to youth impacted by the child welfare system: Community Based Mentoring, which provides one-to-one volunteer mentorships to youth ages seven and older, Learn and Earn which provides life skills development and leadership opportunities to young people ages 16 and older, and Young Adult Services which connects young adult participants to resources for critical needs, such as housing or food, or to support specific life goals. All programs promote social skills, cultivate positive relationships and a sense of community, build self-esteem, and equip youth with skills and relationships critical to their healthy development and successful transition into adulthood.

At Silver Lining Mentoring, we believe that we thrive when we matter and that every young person deserves one consistent caring adult in their lives. Our goal is to create and foster an inclusive workplace where all people are valued. For more information on our work, our supporters and the incredible young people we serve, please visit www.silverliningmentoring.org  


As we prepare for our next stage of growth, we seek an Executive Director with strategic acumen, exceptional team management skills, and a collaborative and strengths-based approach to lead the organization in our next stage of growth to connect more young people impacted by foster care with high quality mentoring experiences. You will be successful in this role if you can steward new opportunities, nurture a culture of teamwork, plan and support implementation of our overall fundraising strategy 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 of similar focus, size, complexity and trajectory.

As Executive Director, you will be responsible for overall strategic and operational leadership of the organization, including managing SLM staff, Board of Directors, programming, communications and advocacy, financial management and development. You will steward a path for programmatic and operational growth towards a goal of serving 500 young people in mentoring across Greater Boston by 2025, doubling the current number of youth in one-to-one mentoring relationships.   

This role reports to SLM’s Board of Directors and works in close partnership with the CEO and team at the Silver Lining institute, a new national initiative focused on training and technical assistance.  The Executive Director will manage a Deputy Director and Director of Development and have oversight of the Senior Leadership Team.


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

Organizational Leadership and Program Stewardship

  • 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 SLM institute’s CEO, Board and SLM’s leadership team to drive the organization’s economic model and sustainability strategies
  • Promote ongoing success of core services through ensuring commitment to mentoring at the center of SLM’s work, including using data to drive decisions and fostering a spirit of continuous improvement
  • Enhance and maintain SLM’s systems and infrastructure, including team management
  • Maintain official records and ensure compliance with federal, state, and local nonprofit and Department of Children & Families (DCF) regulations

Fundraising and Partnership Development

  • Cultivate and steward critical relationships 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 SLM 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 leadership team on approaches to building important and sustained cross-sector partnerships that include community and state agencies that can both generate revenue and influence on the importance of long-term relationships for youth impacted by foster care
  • Maintain a working knowledge of significant developments and trends and build SLM and the institute as a sought-after resources in the fields of mentoring, foster care and youth development


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 SLM. Energetic and enterprising, successful candidates will demonstrate deeply held respect and understanding of the power of mentoring, even if their primary professional background is in another field.

  • 15+ years of development and management experience gained in high-growth organizations
  • Ability to build sustainable and productive partnerships with nonprofits, businesses, academic institutions, child welfare agencies, and city and state government. Comfortable and capable of speaking to these constituents and other stakeholders about the power and potential of the Silver Lining Mentoring 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
  • Experience with advocacy, relevant public policy, and systems reform efforts

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

  • Gratitude:  we are inspired by our community and are dedicated to acknowledging, appreciating and celebrating the strengths and success of our community
  • Community:  we believe that we thrive when we matter.  Everyone deserves to be part of a community where we feel like we belong
  • Commitment:  we are dedicated to building relationships, skills and resources that will serve young people into their futures as they define and achieve personal success
  • Cultural responsiveness:  we believe that diversity strengthens communities, and we are committed to listening and responding to all voices to promote respect, compassion and social change

Innovation:  we encourage creativity and collaboration in pursuit of leadership, learning and continuous improvement


Silver Lining Mentoring offers a strengths-based collaborative staff team, flexible work environment, accessible office location in downtown Boston, and excellent benefit package with generous vacation. Salary commensurate with experience. Silver Lining is able to provide a relocation stipend if applicable.

Silver Lining Mentoring 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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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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