Outschool’s mission is to inspire kids to love learning. Outschool reimagines this system, offering versatile 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. 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.

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. 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. 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.

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. 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. A track record of not just running operations but improving them — finding efficiencies and building processes that scale with growth. Deep understanding of — or the ability to quickly ramp on — the ESA, public-funding, and homeschooling landscape and the families it serves.

Previous

EdTech or online-marketplace experience Outschool recruits across the US and Canada, and sets employee salaries to reflect local compensation and cost of living. In addition to base compensation, this role is eligible for equity and benefits.

Shared Financial Success: Competitive salaries, stock options, and retirement plans. Comprehensive medical, dental, vision, disability, and life insurance. Generous PTO and family leave policies. Hybrid & Remote-Friendly: 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. budgets for children to take Outschool classes.

Community Impact: 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.

Perks packages are included for full-time employees only. Full-time employees must be a citizen or legal residents of the U.Once you submit your application, Outschool will process your personal data to evaluate your candidacy for employment. If you are selected for interviewing, your data will be shared with interviewers and personnel involved in that process. If not hired, your data will be retained for one year in case there is another suitable role.

📌 Public Funding Project Lead (Canada)
🏢 Outschool
📍 Canada