Transcend Board Chair
CEO, NYC Outward Bound Schools

Vanessa Rodriguez

Vanessa Rodriguez is the CEO of NYC Outward Bound Schools (NYCOBS) and began her career in education as a bilingual elementary school teacher in the Bronx and as a chapter leader for the United Federation of Teachers. Vanessa brings expertise in instruction, change management, and talent. Prior to joining NYCOBS, Vanessa was the Chief Program Officer and Interim Chief Executive Officer at Citizens of the World Charter Schools (CWCS). CWCS is a national charter school network that has schools in California and Missouri. She joined CWCS after serving as the Talent Officer of Newark Public Schools. 

Previously Vanessa was the Chief Executive Officer of District 79 – Alternative Schools and Programs, a unique citywide network serving disengaged, over-aged, under-credited students within the New York City Department of Education. Vanessa also served as chief of staff and chief operating officer of District 79. Vanessa was the national director of recruitment and admissions for New Leaders where she helped school districts across the country recruit and select exemplary school leaders. She also worked in various capacities for Teach For America, including leadership roles in Houston and New York City. Most importantly, Vanessa is the proud mom of a sixteen-year-old son and she enjoys spending time at basketball games with him.


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Working at Transcend presents you with an opportunity to work with kind, passionate, collaborative, and feedback-driven teammates to reimagine the future of schools. Our teammates partner with schools and leaders to redesign schools and accelerate innovation.

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Transcend is a registered 501(c)(3) nonprofit that operates nationally.