Her Story
About Ana
Ana Cortez-Hernandez is a seasoned educator and school leader with over 20 years of experience spanning public, private, and charter school settings. She currently serves as the Head of Upper School at Woodside Priory and Founding Principal at Cristo Rey De La Salle, where she oversees grades 6–12. In this role, she leads daily school operations, supports faculty development, guides academic programming, and advances the school’s mission through strategic planning, accreditation work, and a strong emphasis on student wellness and belonging. Her journey in education is deeply rooted in lived experience. Born in Mexico and raised after immigrating to the United States in inner-city Oakland, she developed an early understanding of educational inequity and the transformative power of supportive schools. These experiences inspired her lifelong commitment to education, beginning as a classroom teacher before moving into leadership roles. She later served as Founding Principal of Cristo Rey De La Salle East Bay High School, where she helped establish a college-preparatory model integrating rigorous academics with corporate work-study experiences, contributing to a 100% college-going culture. Ana holds a bachelor’s degree from Occidental College and earned her master’s degree, teaching credential, and administrative credential from Mills College. Throughout her career, she has focused on student-centered leadership, equity, and access, while also championing initiatives in diversity, equity, inclusion, belonging, and mental health support in schools. Her leadership philosophy emphasizes high expectations balanced with strong support systems, relationship-building, and preparing students not only for college, but for meaningful lives beyond the classroom.
Her Interview
Ten minutes with Ana
01What do you attribute your success to?
I definitely attribute my success to my mom, my husband and my children, and an endless number of mentors that I've encountered through my high school journey, my college journey, and the different schools that I've worked for. These are mentors that believed in me, that saw the potential, that connected me, that showed me the way, that encouraged me to step outside of my comfort zone. Even now, as I serve in this role, I get to work with a mentor just to debrief and brainstorm, and it's always nice to have someone that you can count on and go to. My middle sister, who I call my Irish twin because we're only 10 months apart, has been incredibly important. When we were in college, she reminded me of our why and why it was important to not give up. She's been my best friend as well as my husband. I've been very fortunate to have a lot of individuals who have believed in me and who've held me accountable.
02What’s the best career advice you’ve ever received?
I would say the best career advice I ever received came from the director of the Upward Bound program when I was in high school. He would constantly remind us to choose a career path that's going to fill your heart and soul. Choose something that you're passionate about, that you know you're gonna wake up with a desire to go to work. Since I began my career, there is not a day where I wake up dreading going to work. I wake up joyful and happy to tackle the day, because I absolutely love what I do. Even though it comes with challenges at times, I see those challenges as opportunities to be better.
03What advice would you give to young women entering your industry?
I would say don't fake it till you make it. There is no need to fake anything. Ask for help and support and clarity and guidance as much as possible. Find a person that you trust, that you admire, and reach out and ask questions. A big part of it is don't just stay within a community. Even if you stay at a school, reach out to other people who are in similar roles in other schools to see what can you offer, but also who can you learn from, and what can you bring back to the community that you're serving. Essentially, get a mentor.
04What are the biggest challenges or opportunities in your field right now?
One of the biggest challenges and opportunities in my field right now is the rapid growth of artificial intelligence, which has the potential to transform teaching and learning but also requires thoughtful implementation to truly support educators and students. In addition, teacher burnout continues to be a major concern, and I am focused on finding ways to better support educators who are on the front lines of student learning and well-being. At the same time, the current political climate presents ongoing challenges, particularly in how education policy and funding decisions impact students, families, and schools on a daily basis, making it essential to advocate for stability and meaningful support within the education system.
05What values are most important to you in your work and personal life?
The values most important to me are integrity, being hospitable and welcoming, being true to oneself, and spirituality. Spirituality is a big one for not just me, but for my family and the work that I do. It's not tied to a religious congregation, but it's more about how you find your own spiritual journey.
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