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Chief of Staff

New York, NY
Feb 25, 2022
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About Robin Hood

Founded in 1988, Robin Hood finds, fuels, and creates the most impactful and scalable solutions lifting families out of poverty in New York City. The largest poverty fighting organization in New York City, Robin Hood partners with top nonprofits in New York City and invests in legal services, housing, meals, workforce development training, education programs, and other vital services that give New Yorkers in need the tools they need to build better lives. The programs it funds are often the first of their kind and serve as demonstration models to identify what works before being replicated in other cities. Because its Board of Directors covers 100% of all administrative, fundraising, and evaluation costs, every dollar donated goes directly to organizations helping New Yorkers in need.

While Robin Hood’s primary focus is on New York, its impact extends far beyond the borders of the city. Its pioneering, metrics-based approach has become the gold standard for charities around the nation as Robin Hood works to understand and evaluate the impact of its partners to ensure that its philanthropic dollars are utilized to maximum impact. Robin Hood also supports its community partners and their leaders with financial and strategic support and management assistance that allows those organizations to maximize their impact.

[Please see full About Robin Hood section on our website]

Reporting Relationship

The Chief of Staff will report to Robin Hood’s Chief Executive Officer. The Chief of Staff is a senior leader at Robin Hood and will serve on the Executive team.

Position Overview

The Chief of Staff is a critically vital role, enabling our CEO to work most effectively with internal and external stakeholders and fulfill his commitments to our highly engaged board, donors, grantees and staff. This role is a highly strategic and facilitative one that requires a combination of focus and flexibility, as well as a willingness to play an active, behind-the-scenes role.

The role requires a highly resourceful individual with strong emotional intelligence, self-motivation, and strong analytical and project management skills. This position is charged with assisting the CEO and executive leadership team in establishing and helping to drive systems to advance the mission, vision and strategies of Robin Hood.

The Chief of Staff will be a key thought partner to the CEO, lead Robin Hood’s multi-year strategic planning processes, and manage the development of annual priority plans. The Chief of Staff will also support internal cross functional initiatives by helping the executive team design and manage ongoing and ad hoc working groups to ensure that staff are working in alignment with Robin Hood’s strategic plan and organizational priorities.

The Chief of Staff will work with the other members of the Executive team to:

  • Ensure that the CEO’s time is best applied.
  • Facilitate and manage the flow of information and priorities to the CEO.
  • Translate the CEO’s strategic direction into organizational priorities and work plans.
  • Support the CEO’s execution of duties to include the generation of work product, draft directives to staff, draft memos to the Board and donors, generate talking points for media appearances, facilitate follow-up to ensure strong donor stewardship, and facilitate next steps for meetings.
  • Serve as proxy for the CEO to ensure that the CEO’s interests are fully served at key meetings the CEO is unable to attend.
  • Complete special projects as directed.

Some occasional travel is required.


Chief of Staff responsibilities include, but are not limited to:

Strategic Planning

  • Develop and manage Robin Hood’s multi-year strategic planning process, with significant engagement from the executive team, other staff, board members, and partners.
  • Coordinate the development of annual priority plans that advance Robin Hood’s multi-year strategic plan.
  • Build systems to hold the Robin Hood team accountable for advancing annual and multi-year plans.
  • Manage development and implementation of key initiatives, such as conferences and strategic planning.
  • Develop and maintain an inventory of critical path projects in which the CEO is especially interested and/or for which his awareness and involvement is essential.

Board Strategy

  • Collaborate with the CEO, the General Counsel, and Chief Development Officer (“CDO”) to support overall board engagement, relationship management and overall board communications. Ensure that Board members are informed, connected and enthusiastic, and able to execute governance responsibilities effectively.
  • Plan and manage all aspects of Board meetings, including logistics (in coordination with the Events team), agenda and compilation of Board materials.
  • Serve as staff lead for Board Executive committee meetings. Manage meeting agendas; ensure timely follow up of deliverables.
  • Work with all relevant internal stakeholders to prepare materials for the Board committee meetings.
  • Working in collaboration with Development, ensure that Board members records and files are up-to-date and maintained in Salesforce. Maintain accurate files and records related to the Board members.
  • Assist in the development and planning of the annual Board strategy retreat.
  • Engage in root cause analysis on issues that impact board and committee success and propose alternate approaches to addressing the opportunity.
  • Serve as a resource to all board members.
  • In collaboration with the CDO, manage efforts around Board nominations and on-boarding of new members. Facilitate committee work and manage efforts around Board development in partnership with the Development department.

Planning and Communications

  • Prepare briefing memos and timely updates for the CEO on key initiatives and outstanding projects, identifying variations from schedule and/or scope, developing contingencies and suggesting remedies.
  • Work with members of the executive team to ensure project management routines are in place across operational units and that teams have visibility into work across the organization.
  • Ensure full and active communication from CEO to Executive team/full staff on key organizational activities.
  • Partner with department heads – and staff at all levels – in areas that need the active involvement of the CEO. Assist in aligning their actions and communications in support of agreed upon goals.
  • Create and maintain internal communication practices and systems that enable consistent and timely information sharing across teams.

Office of the CEO – General Operations

  • Manage the CEO’s office to ensure appropriate time utilization in relationship to internal and external requirements.
  • Work with all relevant stakeholders to prepare the CEO for internal and external meetings, presentations and events; provide staff support at external meetings, activities and events and ensure timely follow up of all action items.
  • Create agendas, establish priorities, and drive the timely preparation and presentation of materials for all key internal meetings involving the CEO.
  • Liaise with key Development staff on top donor relationship management to ensure timely follow-up and execution of next steps.
  • Manage Executive team meetings and agendas; ensure timely follow up of deliverables arising from executive team meetings.
  • Assist the CEO in developing, planning and executing office-wide communications and events.
  • Represent the CEO at meetings and events, as requested; Attend meetings with the CEO as needed.
  • Attend departmental meetings and generally maintain a connection to the work at all levels and across all departments.


  • Exceptional strategic thinking, analytical and problem-solving skills, with the intellectual depth and maturity to work with stakeholders at all levels of the organization.
  • Exceptional interpersonal skills with the ability to diplomatically motivate others and instill confidence to achieve vision and objectives; ability to influence and collaborate with leadership peers and department heads.
  • Strong organizational skills and the ability to adapt and work well under pressure in a fast-paced environment; outstanding project management and execution skills.
  • Thrives in a dynamic role, and can create structure if none is present, while gracefully working under tight deadlines.
  • Ability to be both a long-term strategic visionary and to understand current on-the-ground realities.
  • Ability to operate in a high-stakes environment where sound judgment, confidentiality and grace are critical.
  • Strong written and verbal communication skills with an ability to articulate a clear and compelling vision; high degree of self-awareness, humility, and diplomacy.
  • Prior senior operational responsibility in a non-profit organization or in New York City government is required; experience in both is preferred.
  • Deep knowledge of New York City’s policy and programmatic landscape and extensive relationships within the public and non-profit sectors.
  • 10 - 15 years of relevant, full-time working experience.

Diversity, Equity, and Inclusion

[Please see full DEI Statement and Robin Hood Guiding Principles on our website]

Salary and Benefits

Robin Hood offers a highly competitive and comprehensive salary and package of employee benefits and encourages strong work-life balance. This position is located in New York City.

To Apply

Please visit our website to complete our online application.

Robin Hood is an equal opportunity employer. Applicants from diverse backgrounds and identities are encouraged to apply.

Please note that Robin Hood Foundation has adopted a COVID-19 vaccination policy to safeguard the health and well-being of our employees. As a condition of employment, Robin Hood employees are required to be fully vaccinated for COVID-19, unless a reasonable accommodation is approved or as otherwise required by law.

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