Vice President, Executive Director

  • Cleveland, OH, US

Qualified applicants should complete the online application and attach a resume, references, and thoughtful cover letter in the "Resume/CV" field on the "My Experience" page in the application. Internal applicants should apply through cyresource. Incomplete applications will not be considered. Deadline to apply: February 10, 2017.

The Vice President, Executive Director (VP&ED) is responsible for ensuring the Cleveland site meets their annual, operating, and long-term goals. This innovative, entrepreneurial, and seasoned senior executive serves as the primary leader, strategist, and external champion of the site. The VP&ED works with the Regional Vice President for the Midwest Region and supports City Year Cleveland's senior leadership team. This dynamic, visionary change agent leads and provides support to 17 site staff members and nearly 70 AmeriCorps members serving in 8 schools, impacting more than 3,300 students every day. Additionally, the VP&ED works closely with City Year Cleveland's 24-member board, comprised of leaders in the public, private, and non-profit sectors of Cleveland. This individual is accountable for a budget of approximately $4M. With these supports and resources, the VP&ED will manage an aggressive long-term impact strategy to lead the Cleveland site to reach their potential in sustainability, growth, and scale. Also, as a Vice President for City Year Inc.'s national organization, the VP&ED also strengthens the connection between strategy and implementation at various levels within the larger network.

City Year Cleveland is a thriving education non-profit on the rise. After completing an ambitious turnaround over the last five years, the site is embarking on an aggressive, strategic scale strategy. Entering into its 20th year of operation, City Year Cleveland went from finishing in the red financially to increasing its surplus by 200 percent, including an increase in revenue from the school district, private sector, and site board by 400 percent, 188 percent, and 75 percent respectively. At the same time, the site increased AmeriCorps member retention from 78 percent to 94 percent. The graduation rate in City Year Cleveland's longest-serving high school grew from 39 percent to 69 percent. The site also won Best of City Year (awarded to top sites in the network) the last three consecutive years. An LTI plan was developed for City Year Cleveland three years ago, and the site just finished securing an additional $1M in investment, growing the number of AmeriCorps members serving by 36 percent to serve an additional 1,000 students every day. Further development and execution of a multiyear LTI growth plan and strategy will be the work of the incoming VP&ED.

Serving as the primary champion of City Year's impact locally, the VP&ED leads efforts to keep students in school and on track, while also ensuring the sustainability and continuity of the site. This experienced executive represents the organization within the local community by establishing and maintaining relationships with major local internal and external stakeholders. These constituencies include service partners; the Cleveland Metropolitan School District, City of Cleveland, and the Ohio Commission on Service and Volunteerism (ServeOhio); alumni; and private sector funders and sponsors. In Cleveland, the top priorities moving forward will likely include:

• Implementing strategies to continuously improve the quality and impact of the service model.
• Developing a robust and sustainable fundraising plan to double the number of AmeriCorps members deployed in the next three to five years, including a focus on high-net-worth individual giving.
• Developing strong relationships with key internal and external stakeholders.
• Growing the brand recognition of City Year Cleveland through local and national exposure.
• Creating and executing effective strategies to develop and retain staff and AmeriCorps members.

The VP&ED is responsible for leading and managing site staff and AmeriCorps members to ensure operational success and growth by generating resources and building support from the public and private sectors. This executive serves as a vital link between the local Cleveland market, the City Year Midwest Region, and the City Year national office. Site supervision includes the functional areas of: revenue, service impact and school partnerships, development, management and retention of corps and staff, and site board development and relations.

Impact on Schools and Students

  • Ensure high quality, full fidelity, and excellent implementation of the nationally-developed Whole School Whole Child service delivery model to advance the local LTI plan.
  • Ensure that the site adopts and executes the impact platform and service model in the 8 Cleveland public elementary, middle, and high schools it serves with excellence, quality, and consistency; pilot, as needed, new techniques to enhance City Year's impact.
  • Work closely with the national and regional support staff in the program and evaluation departments to measure the site's impact and ensure City Year meets its operating goals.

School and District Partnerships

  • Partner with City Year's national district engagement team to strengthen partnerships with partner schools and school district officials.
  • Devise a local strategy to ensure the site (a) maximizes the school district's financial investment per AmeriCorps member; (b) further integrates into school professional development plans and structures; (c) renews a district-wide contract and data-sharing agreement, along with an individual school partnership agreement; and (d) makes certain there are the necessary conditions for success within each school necessary to achieve transformational impact.
  • Build on and deepen existing strong relationships at all levels of the district (e.g. with teachers, principals, district leaders and superintendent) and gain further buy in for City Year's LTI plans.

Revenue and Financial Management

  • Lead site development staff (4 full time employees) and 24 board members to raise the funds necessary to meet annual revenue goals.
  • Manage the site to meet revenue strategy targets (e.g. public, private, AmeriCorps, school district contracts, individual gifts, major gifts, etc.).
  • Ensure the site meets its current revenue targets (more than $1.5M+ in public sector/nearly $2M+ in private sector support).
  • Develop a sustainable revenue fundraising model to double the size of the AmeriCorps members currently deployed in the schools served over the next three to five years.
  • Identify, cultivate, solicit, and manage strategic relationships with funders; build a sustainable revenue model based on philanthropic, government, and earned income sources.
  • Accountable for the site meeting and/or exceeding all financial management performance targets for a budget of nearly $4M, including cash, expenses, assets, and operating surplus.
  • Engage key stakeholders, including Governor, Mayor, City Council, members of U.S. Congress, state legislators, donors, ServeOhio and site board members, to support funding and policies for City Year and national service movement.

Board Development and Stakeholder Engagement

  • Partner with board chair to recruit, retain, and engage scale-ready board members for the next three to five years.
  • Support board members who will significantly help to raise revenue and visibility in Cleveland.
  • Ensures that the local site consistently adopts City Year's national board guidelines.
  • Develop a strategy to engage and mobilize local, state, and regional elected officials to support City Year's role in education reform and increase visibility and brand identity in Cleveland.
  • Work to enhance relationship with ServeOhio.
  • Collaborate with alumni board to leverage alumni to support AmeriCorps members in service and to advance City Year goals and continue their lifetime of service.

Staff Management and Leadership

  • Lead, manage, and coach three senior leadership team members, including the Managing Director of Development, Managing Director of Impact, and Chief of Staff.
  • Support the growth and professional development of 14 indirect reports as they manage 68 AmeriCorps members in service implementation and secure needed resources.
  • Develop a multi-year workforce plan for the site to support the LTI strategy.
  • Work with Human Potential and Recruitment and Admissions departments to create and implement a regional strategy to recruit, retain and develop diverse, engaged, and high-performing staff, AmeriCorps members, and alumni.
  • Establish effective succession plan for key roles to ensure ready candidates and smooth transitions.

National Leadership

  • Integrate the local site's strategy and priorities with those of City Year, Inc.
  • Work within the City Year global network to advance the mission by managing relationships with staff at City Year's national office and helping to lead and set organizational strategy through network-wide project teams.
  • Participate in regional and national conferences and retreats, including Executive Director conferences, Midwest Executive Directors retreats, and National Executive Leadership conferences.


  • Bachelor's degree required. Advanced degree (e.g. MBA, MPA, etc.) in a related field preferred.
  • A minimum of 8 –10 years of professional experience with a solid track record of building a sustainable organization.
  • Experience building systems to facilitate collaboration and teamwork across an organization.
  • Background in education reform, policy, or practice a plus.
  • Relevant experience in the corporate sector could include managing sales units on a regional, national, or global level.
  • Fundraising experience, including experience with diverse sources of revenue – corporate, government, foundation, and major individual donors.
  • Skill and experience working in an entrepreneurial and dynamic organization.
  • Experience leveraging outstanding leadership and management skillsto oversee a complex enterprise at a high level of responsibility.
  • A background that includes contributing at a senior level to the change and growth – as measured by both scale and impact – of an organization.
  • Proven ability to develop and/or manage high-quality and innovative programs and events resulting in high impact for targeted populations.
  • Ability to and interest in leading a site within a larger global network; familiar with the challenges of coordinating local organizational priorities with global/national strategic initiatives and goals.
  • High level of organizational and political sophistication, especially as it relates to connecting programs to funding, creatively generating other resources, and building collaborative and strategic partnerships.

Skill Set

  • Strong analytical skills and ability to synthesize and draw sound conclusions from data.
  • Financial management of budgets over $1 million.
  • Outstanding leadership and management ability.
  • Excellent written and oral communication skills.
  • Proven skills and experience in fundraising and/or sales; a "closer" with a track record of success in fundraising and leading board members and staff to engage in a development strategy.
  • Outstanding relationship management skills; proven ability to build and sustain relationships with senior-level stakeholders.
  • All of the following skills and/or competencies are extremely helpful:
    • City Year knowledge/exposure.
    • Strong knowledge of Cleveland philanthropic, education, and policy landscape.
    • Significant non-profit, volunteer, or multi-sector experience and an established local network.
    • Knowledge or experience in youth development and/or community or national service.

Leadership Characteristics

  • Keen understanding of and commitment to City Year's mission, values, and culture.
  • A passion for supporting the well-being of children, particularly for ensuring quality educational opportunities for every child, regardless of background, zip code, race, ethnicity, or class.
  • A relentless focus on understanding and addressing stakeholders' needs.
  • Cultural competency, experience, and comfort working with diverse communities.
  • Humor, patience, and the ability to compromise.
  • Confidence, poise, and a determined leadership style which will enable the VP&ED to articulate City Year's mission and work effectively to both internal and external audiences as well as inspire staff, AmeriCorps members, and community members.
  • Ability to relate to and inspire 18 – 25 year olds and mobilize large or small groups to action.

Compensation and Benefits

Full time employees are entitled to compensation commensurate with experience. Benefits for full time employees include health insurance with Flexible Spending Account, paid vacation, holidays, parental leave, 401K, and more.

City Year is an Equal Opportunity Employer, committed to a diverse workforce. Individuals from all backgrounds are encouraged to apply, including persons with disabilities and veterans.

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  • 820 Prospect Ave
    Cleveland, OH, US 44115
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