Chief Strategy Officer

Opportunities for a Better Tomorrow (OBT) exists to break the cycle of poverty and inequity through education, job training, and employment. OBT’s programs operate out of multiple locations and serve as a bridge to economic opportunity for youth, individuals, and families in underserved communities. OBT is funded through a mixture of government contracts, corporate and foundation grants and private contributions.

We value the diversity of the people we hire. Diversity at our organization means fostering a workplace in which individual differences are recognized, appreciated, respected, and responded to in ways that fully develop and utilize each person’s talents and strengths without regard to race, color, religion, gender, pregnancy, sexual orientation/affectional preference, age, national origin, marital status, citizenship, disability, or veteran status.

Please note: In accordance with NYC Mayoral Executive Order and mandate, OBT requires that all newly hired employees provide proof of at least one dose of the COVID-19 vaccination upon hire and proof of full vaccination within 3 – 6 weeks after having received the 1st dose. Failure to provide proof of a second dose will result in being placed on unpaid leave immediately. Please contact with questions. 

Location: Brooklyn, NY (Hybrid Work Model)
Position Code: 87R12

Position Summary
Reporting to the President & Chief Executive Officer (CEO), the Chief Strategy Officer (CSO) provides leadership for Development/Fundraising, Communications/Partnerships, and Government Affairs/Policy. The CSO is responsible for working closely with the Executive team to improve current organizational operations and revise them to achieve the long-term vision. The duties include participating in meetings with the President & CEO, Board members and other executives, developing creative organizational ideas and reviewing data to monitor progress for cross organizational initiatives.

Essential Duties and Responsibilities

Overall Organizational Strategic Direction:

  • Work with Executive team to develop a comprehensive, inclusive strategic plan and growth strategy.
  • Establish key strategic priorities and translate them into a comprehensive strategic plan.
  • Ensure departmental strategic planning projects reflect organizational priorities.
  • Act as a resource across the organization to increase broad cohesion for strategic plans.
  • Translate strategies into actionable and quantitative plans.
  • Ensure that appropriate metrics are in place to measure performance and progress towards strategic goals.
  • Identify and convey strategic risks.
  • Collaborate with the CFO to develop a capital plan in line with the organization’s strategy.
  • Ensure that all opportunities for the President & CEO are fully vetted.


  • Work directly with the President & CEO to sustain and grow OBT’s fundraising program.
  • Oversight of Development team to foster relationships with key funding organizations and influential/philanthropic individuals to create enduring partnerships with OBT resulting in cycling those relationships towards new sponsorships, grants, and individual philanthropic gifts to the organization.
  • Oversee execution of fiscal year fundraising plan, to include donor acquisition, prospect research, cultivation, solicitation, and stewardship strategies to increase revenues in support of OBT and its mission. These are the annual giving programs to support all OBT’s revenue streams:
    Major Gifts: Individual, Corporate Sponsorships, and Foundation Giving
    – Mid-level: Moving small gifts to larger gifts (i.e., monthly donor program); and
    – Broad-based support: Direct Mail, Online Giving, and fundraising campaigns through Social Media
  • Serve as primary liaison with the President & CEO, Board of Directors, department managers and other key stakeholders to identify fundraising opportunities, initiatives, and strategies.
    – Support the President & CEO and Board of Directors in any development and fundraising activities and donor follow up.

Communications & Partnerships:

  • Determine communications strategy and execute programs to deliver communications objectives throughout the organization.
  • Oversee expansion of community relations and informing partners of OBT’s strategic direction.
  • Operationalize the need to identify and cultivate partnerships as well as structure appropriate solicitation strategies that ensure critical resources for advancing OBT’s work.
  • Ensure positive management of OBT’s brand and reputation by driving the communications strategy and message development, pitch, and announcement strategies.
  • Oversee the Communications & Partnerships team to enhance and increase visibility of the organization in support of the team’s ability to:
    – Ensure effective public relations aspect within an organization to include building and sustaining OBT’s reputation for quality, reliability, and customer satisfaction.
    – Develop branding initiatives, internal communications, and external media relations by creating strong relationships with media partners.
    – Coordinate with the Communications team to contact members of the media to set up interviews with OBT for features on radio, TV, or the Internet.
    – Work with Communications team to create and launch press releases, marketing campaigns, and all other communications to be released to the public.

Government Affairs & Public Policy:

  • Oversee OBT’s ability to influence public policy by developing strategies to interact with local, state, and federal legislative bodies and government agencies to represent, communicate, and protect OBT’s interests.
  • Provide direction of the Government Affairs & Public Policy team to manage, build, and enrich relationships with federal, state and local officials and their staff to lead OBT’s advocacy efforts in support of the team’s ability to:
    – Ensure that elected officials are up to date on OBT’s program and services.
    – In partnership with OBT’s President & CEO, craft annual budget requests for city and state legislatures including researching, soliciting and submitting applications for City Council and State Funding to enhance OBT’s services.
    – Monitor, analyze, and track state and federal legislation and Lobby elected officials in Albany to build support for OBT’s services.
    – Develop and implement strategies for lobbying including coordinating meetings and preparing OBT literature and informative materials.
    – Ensure OBT’s voice is heard in local legislation related to youth education, workforce development, labor, immigrant’s rights, adult literacy, and economic development.
    – Compose and deliver testimony as appropriate.
    – In partnership with OBT’s President & CEO, sign onto letters and participate in coalitions related to issues of importance that align with OBT’s mission.
    – Engage directly with elected officials and their staff to discuss public policy issues and legislation and provide guidance and mentorship to staff advocacy efforts.
    – Stay abreast and update CEO with summaries of workforce development, labor market and youth development modifications that impact OBT’s mission, programs, advocacy, and strategy

 Demonstrated Skills in:

  • Developing and maintaining relationships with public officials and their staff.
  • Analyzing and interpreting legislation and policy documents.
  • Legislative advocacy, negotiation and persuasion.
  • Communicating complex concepts through oral and written mediums.
  • Preparing a variety of written communications such as presentations, reports, testimony, and factsheets.
  • Planning and organization.
  • Developing and implementing strategic plans as well as responding to short-term objectives.
  • Attention to detail and strong follow-through.
  • Critical and strategic thinking.
  • Working independently, as well as with teams.
  • Working with people from diverse academic, cultural, and ethnic backgrounds.
  • Utilizing computer technology for communication, data gathering and reporting activities.


  • Strong commitment to the organization’s mission, purpose, and values.
  • Bachelor’s degree with a concentration in either public relations, journalism, communications, English, or business is required; Master’s degree is preferred.
  • 3 – 5 years of strategic development, fundraising experience, preferably in workforce development, with demonstrated record of accomplishment to successfully solicit five and six figure gifts.
  • Outstanding written and verbal communication skills with prior experience in creating and delivering public presentations.
  • Problem-solving skills in order to identify problems, evaluate options and execute solutions.
  • Time management skills to manage the timeline of the strategic initiatives.
  • Experience working with Board members and internal leadership in the identification, cultivation, and solicitation of prospects.
  • Previous experience managing programs for federal and/or state initiatives.
  • High energy, maturity, and leadership with the ability to serve as a unifying force to position communications discussions at both the strategic and tactical levels.
  • Highly collaborative working style with all constituent groups, including staff, board members, donors, program participants, and other supporters.
  • Ability to travel 25% of the time.

Why You Should Join Us:

  • Salary: $100k – $120k (depending on qualifications and experience) + full benefits.
  • Passionate and motivated staff excited to propel NYC’s youth and adult communities.

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