Outschool’s mission is to inspire kids to love learning. We achieve this by linking learning to kids’ interests, connecting them with other classmates who share their passions, and giving them the autonomy to pick their own paths. Our small group classes meet over live video chat with teachers who celebrate their unique strengths and empower all learners to develop confidence and a strong sense of self.
We’re also focused on removing barriers for historically underserved learners who face systemic challenges to their success. Outschool.org is a nonprofit that partners with homeschooling co-ops, community-based organizations, and schools across the U.S. to provide marginalized communities with access to virtual and hybrid learning experiences.
We believe that diversity drives learning. To meet our mission, we encourage, support, and celebrate different ideas, perspectives, and backgrounds. As a fully distributed (remote) team, we challenge one another to find the most effective way to empower learners, teachers, and parents. Your name, race, religion, gender, nationality, sexual orientation, and age are not barriers; they are why we want to work with you. We invite talented and creative candidates who value the importance of nurturing a child’s boundless curiosity to join us on this journey.
The pandemic has been challenging for families all over the globe. We acted quickly and worked together to provide quality resources to learners, parents, and teachers in the past year. As communities worldwide rethink their approach to education, Outschool will continue to innovate and provide kids with unique opportunities to explore their passions.

Outschool has been named Fast Company’s most innovative EdTech company in the world, and one of the top ten best startups for women from Elpha, as well as one of BuiltIn’s Best Remote Places to Work for the last two years.

The Role

Outschool is looking for an experienced and strategic Lead Counsel to join our legal team. The ideal candidate has deep experience in privacy, but is also willing to take on a larger generalist role to support various cross-functional teams. The person also has a track record of providing practical and timely business advice, supporting various departments, and serving as a trusted legal advisor.

As Lead Counsel, you are fluent in data privacy, data architecture, information management and cyber security, and possess the business acumen necessary to champion an interdisciplinary approach that empowers the business for success.  You are a high-level operator with the ability to manage complex projects seamlessly and effectively, who is excited to be hands-on and embrace challenges to drive desired outcomes, and who maintains a keen awareness of our business and opportunities.

This role would be called a Director in other companies, but at Outschool we have decided to take an unconventional approach to titling that aligns with our values and focuses on impact above status. You can learn more about our titling philosophy here.


    • Partner closely with Engineering, Product, Design, Trust & Safety, and other teams to assess potential data privacy and security risks, regulatory controls, and governance for Outschool’s digital marketplace platform
    • Maintain and scale a high-quality, comprehensive US and international privacy program that matches business objectives while ensuring the confidentiality of personal data, including data of minors, which incorporates appropriate consents, notices, training, and privacy-by-design practices
    • Assess and monitor key developments and changes for personal data management and regulatory compliance, and proactively facilitate both workforce awareness and product revisions
    • Support cross-functional teams like Product, Marketing, Engineering, Community, Customer Support by identifying legal issues and mitigating for the commercialization of products
    • Understand and advance Outschool’s priorities by connecting issues across business leaders and subject matter experts to develop and drive comprehensive, long-term legal strategies that balance risk and business objectives
    • Assist with other legal matters on an as-needed basis


    • 9+ years of experience working in a law firm and in-house legal department, with at least 3+ years of experience focused on privacy and privacy compliance (plus if you have COPPA experience)
    • Active membership in at least one U.S. state bar
    • Can-do attitude and willingness to take on new responsibilities and challenges
    • Background in counseling business teams on various matters including commercial contracts, intellectual property, litigation
    • Established record of sound judgment and decision making
    • Excellent communication, writing, and persuasion skills
    • Self-starter, strong organization and project management skills
    • Can work independently in a fast-paced environment that challenges conventional wisdom while maintaining the highest standards for legal and ethical compliance

Outschool recruits across the US and Canada, and sets employee salaries to reflect local compensation and cost of living. For New York and California candidates, as well as candidates based in Seattle, WA the salary range for this role would be $260,000-$300,000 USD.

For Washington candidates outside of Seattle, as well as Colorado candidates, the salary range for this role would be $234,000-$270,000 USD.