The Company:
Outschool’s mission is to inspire kids to love learning. In our fast-changing world, the traditional educational system struggles to meet the diverse and evolving needs of young learners. Outschool reimagines this system, offering flexible and engaging learning experiences as a supplement and alternative to traditional education. By connecting learners with a global community of teachers and peers through our online platform, we make learning personal, dynamic, and deeply human.
We've made significant strides since launching our marketplace of live online classes in 2017. Finding initial success with secular homeschoolers, we then expanded to enrichment learning to meet the needs of a wider audience, growing our business 16x since 2019. Post-pandemic, we have evolved our platform to power academic learning, incorporated AI, and have begun to grow our international community. We're proud to have served over 1.5M passionate learners with more than $100M in annual bookings.
Driving disruptive, positive change in education is rewarding and hard. Outschool team members are encouraged to challenge themselves, take risks, and grow in their careers. We look for talented people whose sense of urgency, innate curiosity, and determination to drive impact will help Outschool achieve outsized results in pursuit of our mission. We invite you to be part of an ambitious team dedicated to ensuring every learner can navigate the future with curiosity, resilience, and a love of learning.
The Role
Outschool is on a path to become the leading Education Savings Account (ESA) platform in the country. Over the past few years we built the operations and systems that made that growth possible — entering new funding marketplaces, standing up reimbursement, and serving families across a fast-growing set of state programs. As the public-funding program matures from building new systems to running and scaling them, we’re creating this role to be the connective tissue that keeps it all moving — and continually makes it run better and scale.
The Public Funding Project Lead leads cross-functional execution across Customer Experience, Marketing, Legal, Finance, and Product — turning strategy into coordinated, on-time delivery for launches, new-program onboarding, and reimbursement expansion. Just as importantly, you’ll be our internal expert on the ESA family: the person who lives and breathes the persona and makes sure everything we ship reflects how these families actually navigate their funding. You’ll also lead our push to use AI to work faster and more efficiently, turning manual processes into scalable automations.
As the program’s work distributes to teams across the company, you’ll be the point person who keeps a multi-team effort aligned, spots risks before they become problems, brings deep ESA expertise to bear on our strategy, and raises the bar on how we execute.
At other companies, this role would be equivalent to a senior position. At Outschool we have decided to take an unconventional approach to titling that aligns with our values and is focused on impact above status. You can learn more about our titling philosophy here.
CORE RESPONSIBILITIES
- Lead cross-functional execution of public-funding and ESA initiatives across CX, Marketing, Legal, Finance, and Product — translating strategy into coordinated project plans, clear owners, and on-time delivery.
- Build trusted working relationships with the owners in each function — CX, Marketing, Legal, Finance, and Product — well enough to understand their real constraints and broker tradeoffs.
- Act as Outschool’s internal ESA-family expert, bringing the lived persona into product, go-to-market, and support decisions, and pressure-testing our messaging and experience before it reaches families.
- Own the project-management systems and operating cadence for the public-funding program — roadmaps, dependencies, status tracking, and clear decision-making across teams.
- Drive and coordinate AI-enabled efficiency — identify and (with engineering as needed) build automations such as order-fulfillment and invoicing workflows that reduce manual effort and help the program scale.
- Continuously look for ways to improve and scale ESA operations — spotting inefficiencies and bottlenecks, streamlining and automating workflows, and building processes that hold up as volume grows.
- Keep our distributed operating model coordinated: ensure the teams that own individual pieces of public funding stay aligned, and proactively surface and resolve risks.
- Partner with the Partnerships Lead to coordinate the internal execution of partner-driven launches, keeping Product, CX, Legal, and Finance aligned as new partners and programs come online.
DESIRED EXPERIENCE & SKILLS
- Proven project or program management experience leading cross-functional initiatives to on-time, on-budget delivery.
- A track record of acting as a trusted partner across functions — not just tracking a plan, but building enough credibility with each team that they bring you problems early.
- Comfortable working through disagreement: can surface competing priorities between teams, facilitate toward a decision, and communicate tradeoffs and risks to stakeholders clearly, even without formal authority.
- Strong operational and process orientation, with the ability to turn ambiguous, fast-changing requirements into clear, repeatable workflows.
- A track record of not just running operations but improving them — finding efficiencies and building processes that scale with growth.
- Demonstrated use of AI tools to speed up delivery and improve efficiency.
- Deep understanding of — or the ability to quickly ramp on — the ESA, public-funding, and homeschooling landscape and the families it serves.
OTHER CONSIDERATIONS
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- Lived experience with ESAs, homeschooling, or education-choice programs
- Previous EdTech or online-marketplace experience
- Previous experience in startups, especially in the hypergrowth phase
Benefits & Culture:
At Outschool, we believe that taking care of one another enables us to do our best work. To us that means:
- Shared Financial Success: Competitive salaries, stock options, and retirement plans
- Health: Comprehensive medical, dental, vision, disability, and life insurance
- Wellness: Annual wellness stipend, access to coaching & therapy, and pet wellness plans
- PTO & Family Benefits: Generous PTO and family leave policies
- Hybrid & Remote-Friendly: Outschool has a distributed team across the U.S. and Canada and an office in San Francisco. Bay Area-based employees work in the office part of the week and receive commute-related benefits. Team members outside the Bay Area remain fully remote, with support for expensable home office setup and internet to stay connected no matter where you are.
- Lifelong Learners: Annual budgets for professional development and DEI learning; budgets for children to take Outschool classes
- Community Impact: Outschool matches employee donations to eligible charities and supports Outschool.org’s nonprofit programs
Outschool is an equal opportunity employer. We view diversity as a moral imperative and competitive advantage. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We plan and structure our interviews to directly assess skills and experience.
If you require a reasonable accommodation to participate in the job application or interview process, please contact
recruiting@outschool.com.
Benefits packages are included for full-time employees only. Please note benefits and perks may vary for employees based outside of the US and Canada.
Full-time employees must be a citizen or legal residents of the U.S. or Canada and reside in U.S. or Canada, unless specifically indicated otherwise.
Once you submit your application, Outschool will process your personal data to evaluate your candidacy for employment. Unless specifically indicated otherwise, we hire employees only in the U.S. and Canada. Applicants else where should be aware that we may discard your application upon submission or we may ask if you would like us to retain it later should there be consideration (this is not typical at all). If you are selected for interviewing, your data will be shared with interviewers and personnel involved in that process. If not hired, your application will be retained for one year in case there is another suitable role. You may opt out of this at any time. Please see our Employee/Applicant Privacy Notice for more detailed information. If applicable, as you progress through the process, we will be clear about what information is being asked for and what happens with that information. 
