Bottom Line, Executive Director (MA)

Bottom Line - Jamaica Plain, Massachusetts - Full time


For more than two decades, Bottom Line has been fighting for educational equity by ensuring that the right to a quality college education is accessible those who’s potential and drive exceed their opportunity. For students from first-generation, low-income backgrounds who face systemic barriers, Bottom Line’s advisors are a relentless ally who partner with them to find the right college, persist to a degree, and successfully launch a career. The Massachusetts region is Bottom Line’s original regional site serving more than 3,500 students annually with an operating budget of ~5.5m. Bottom Line serves students from Boston in both its College Access and College Success programs, while also supporting students from Worcester in its College Success program who attend 19 Target colleges across the state. Bottom Line works alongside other community-based organizations in the Boston and Worcester to ensure that students have a pathway from high school to college and a career.


The Executive Director leads the Massachusetts Region. As part of a National organization with a strong centralized program model, the Executive Director plays a critical role in championing organizational tenets, values, and culture. At the same time, the Executive Director provides the local leadership and insights that allows our work to be responsive and relevant to the Boston and Worcester communities. This includes: engaging local stakeholders who serve as formal and informal leaders in the organization and region; building and leading a high-performing and mission-driven local team, and ensuring strong program results year to year.

The Executive Director leads work with the Massachusetts Advisory Board, and directly manages the heads of our local Development and Program functions. The Executive Director is also a member of Bottom Line’s Senior Leadership Team, which is made up of: CEO, Chief of Growth & Strategy, Chief Talent Officer, National Managing Director of Programs, and other Regional Executive Directors.


Primary Responsibilities:

Leadership and Management:

  • Model and champion Bottom Line’s values, competencies, mission, and vision and serve as a credible voice for Bottom Line in both internal and external settings
  • Serve as a leader in the Bottom Line organization, informing our shared strategy and goals
  • Provide local vision and direction for Bottom Line’s program in Massachusetts that aligns with organizational strategy and goals, including ensuring the active engagement of a Regional Advisory Board
  • With local team, develop, execute, and evaluate annual operating plans
  • Monitor, understand, and seek to improve Bottom Line’s broad organizational health indicators in Massachusetts, aligned to our scorecard
  • Leverage personal skills as well as internal and external resources to meet all goals, including the Key Performance Indicators of our Access and Success programs
  • Recruit, lead, manage and coach Massachusetts senior team members – and motivate and develop the broad regional team - to meet goals and promote our mission
  • Hold Regional Leadership team accountable for delivering results and effectively managing teams
  • Represent Bottom Line in an influential and compelling manner as a thought leader in the college access, success and workforce development spaces

Development / Fundraising / External Affairs:

  • Serve as the chief fundraiser and spokesperson for Bottom Line in Massachusetts
  • Work in collaboration with the Massachusetts Managing Director of Development to set and execute a fundraising strategy that supports the annual and long-term needs of the region
  • Build, steward and motivate a Regional Advisory Board to make connections and raise funds
  • Engage and cultivate new champions for Bottom Line through strong community presence and outreach
  • Actively pursue, including direct solicitation, 6-7 figure, multi-year gifts from individuals, corporate partners and foundations
  • Develop and manage strategic relationships with key partners, including colleges and community- based organizations

Team Culture and Development:

  • Provide leadership to the full Massachusetts Team through strong formal and informal communication
  • Lead the Regional Leadership Team to ensure strong collaboration across local functions and with the National team to accomplish annual and strategic goals
  • Ensure strong implementation of Bottom Line’s training program(s)

Operations and Finance:

  • Create the Massachusetts annual budget and 3-year operating plan and ensure that the office operates within financial means
  • Oversee the regional financial targets, including working with the Development team to raise annual and sustaining revenue, and monitoring expenses.
  • Ensure that the staff and offices fully exhibit Bottom Line’s Mission, Vision, Core Values, and Organizational Policies
  • Ensure that the offices, equipment and systems are in place so that all staff can operate effectively and efficiently


Education, Experience & Qualifications:


  • Bachelor’s degree and work authorization
  • 8-10 years of demonstrated success leading and managing a high-performing organization, business unit, or team, with emphasis on leading through periods of growth and change.
  • A passion for and commitment to partnering with underserved students to get into and through the right college and successfully launch a career.
  • Demonstrated success in executing strategy and leading change initiatives
  • Track record of initiating, cultivating, and managing relationships with key constituencies including staff, corporations, foundations, high schools, and institutions of higher education
  • Revenue generation experience, preferably one-on-one fundraising.
  • Experience managing business and financial operations, as well as technology tools of a successful business/organization.
  • Demonstrated commitment to Bottom Line’s mission, vision, and core values.
  • Mastery in Bottom Line's seven core competencies: Relationships, Results, Communication, Inclusiveness, Talent Development, Agility, and Planning.


  • Advanced degree
  • Track record of securing large gifts in the nonprofit space


Please submit a resume and thoughtful cover letter (please upload in ONE document) through our application portal at For additional questions about this position or to speak with someone about your interest, please contact Ron Rapatalo at,

Bottom Line provides equal opportunity for all applicants and employees. 

Apply for this job

Apply for this job


C Level Executive Leadership

Experience Level

Senior Level

Share this job

Find your

Dream job in edtech

EdSurge Connect Beta matches talented educators, technologists, and business leaders with amazing edtech companies.

Get Matched

Get our email newsletterSign me up
Keep up to date with our email newsletterSign me up