Executive Director: San Jose, Silicon Valley

City Year, Inc. - San Jose, CA - Full time


City Year is committed to bridging the gap in high-poverty communities between the support that students actually need, and what their schools are designed and resourced to provide. To meet this need, City Year places AmeriCorps members in over 250 schools across the country where they spend 11-months giving students the extra support they need to graduate college and career ready.

Entering its 23rd year, City Year San Jose/Silicon Valley developed a Long-Term Impact plan 3 years ago, and the site just completed a $21M campaign to support achieving scale for the organization, effectively tripling the impact and size of the regional program. Further development and execution of that plan and strategy will be the work of the incoming Executive Director.

In addition to establishing a clear mandate of growth which will triple the size of the San Jose/Silicon Valley program, City Year San Jose/Silicon Valley is uniquely positioned to harness the region’s unique community assets—unparalleled intellectual, human, technological, and financial capital—to shape City Year’s broader organizational approach and pioneer new and innovative models for delivering impact in addressing the dropout crisis in communities across the nation.For more information on City Year San Jose/Silicon Valley please visit www.cityyear.org/sanjose.


As City Year’s San Jose/Silicon Valley region enters this exciting new chapter of growth as an organizational vanguard, the new Executive Director will provide leadership and direction to accelerate and scale regional impact. This individual will work closely with the San Jose/Silicon Valley Board and national senior leadership team to build and execute on this strategic vision for the region while overseeing staff and daily operations.

The ideal Executive Director candidate will possess a deep belief in, and commitment to, City Year’s premise that education has the power to help every child reach his or her potential and be passionate about addressing the dropout crisis in America. In addition, a successful Executive Director will possess the character and confidence to engage effectively with diverse external audiences and provide motivational leadership and management to a high performing regional internal leadership team.

Reporting to the Regional Vice President of the Western Region, the Executive Director will be instrumental in realizing the incredible potential of the San Jose/Silicon Valley’s growth and success.


The Executive Director’s key responsibilities include:

  • Bringing the full potential of the San Jose/Silicon Valley region’s strategic vision to life by continuing to build upon, prototype and perfect this strategy;
  • Effectively engaging a sophisticated philanthropic and corporate community to ensure strong fundraising success;
  • Serving as an external ambassador to represent the region and engage community partners in its success and impact;
  • Leading senior staff to build a vibrant and energizing team culture that will attract and retain exceptional talent and bring out the strengths of all staff, while also holding them accountable for their goals and programmatic outcomes;
  • Partnering with City Year’s regional and national leadership team as well as with the regional Board and funders to secure and allocate the resources and supports necessary to continue to grow the region’s impact and success.


In order to fulfill these responsibilities, the ideal Executive Director will be:

  • An accomplished, seasoned leader with a minimum of 10-15 years of experience in education technology, innovation or reform;
  • Unwavering belief in and support of City Year’s philosophy and theory of change and deep commitment to and excitement about the San Jose/Silicon Valley region’s vision for growth and model for impact;
  • Inspiring in their management style, with experience leading leaders; one who sees the possibility in all staff and is willing to devote time to coach and develop them while holding them accountable to measurable results;
  • Culturally competent and a self-reflective leader who understands the effects of race, class, ethnicity, income, and other issues of difference in our society, and personally committed to ensuring all students have an opportunity to achieve their dreams of college and career success;
  • Dynamic and versatile, able to engage a variety of individuals and speak in a clear, compelling, and authentic manner about the organization’s goals and priorities;
  • Passionate about supporting the well-being of children and particularly about ensuring quality education opportunities for each and every child regardless of background, zip code, race, ethnicity, or income;
  • Entrepreneurial in their mindset, possessing a sense of urgency for increasing the impact of City Year’s model;
  • A dynamic idealist with the ability to relate to and inspire 18 - 25 year olds.


Please submit a resume and thoughtful cover letter addressed to the City Year San Jose/Silicon Valley Executive Director Search Committee online at goo.gl/vEk3AI. For additional questions or more information, feel free to contact Allison Wyatt at awyatt@edgilityconsulting.com or at 603.903.7366.

City Year is an equal opportunity employer with a core value of incorporating diverse perspectives into our work at every level. We strongly encourage candidates from all backgrounds to apply for this leadership position.

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Experience Level

11 or more years

City Year, Inc.

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