Careers at Outschool.org

About Outschool.org

Outschool.org is a nonprofit organization committed to ensuring all families — especially those from historically underserved communities — can access and make the most of education funding programs like Education Savings Accounts (ESAs), microgrants, and other direct-to-family funding initiatives. Through tools, resources, and personalized support, we help families navigate their educational options with confidence.

Since 2021, we’ve supported tens of thousands of families and partnered with over 40 community organizations and multiple state agencies to deploy more than $100M in education funding directly to families.

You may recognize our for-profit sister organization, Outschool.com. Our work in the education sector is often aligned and complimentary but we operate independently.

What It’s Like to Work at Outschool.org

  • We honor rest and real life. Our generous pay and unlimited time off reflect a belief that rest fuels the work. Most folks take 6+ weeks off each year, no guilt attached.

  • We trust each other deeply. You'll have room to lead, explore, and stretch without micromanagement. Self-direction is the norm, not the exception.

  • We show up with open hands. Titles and hierarchy matter less than presence, thoughtfulness, and the willingness to do what needs doing. Everyone rolls up their sleeves.

  • We build for belonging. Our work is rooted in care for BIPOC families and communities navigating systems not designed for them. That means humility, listening, and evolving — always.

  • We’re here for the swirl. If you need a roadmap with mile markers, this isn’t your place. The work shapeshifts. That’s the point. We learn as we go, and we love that.

  • Our culture is warm, messy, and human. We laugh a lot. We drop the occasional f-bomb. We’re more “voice notes and gifs” than memos and protocols.

  • Play is part of the practice. Our retreats aren’t strategy marathons — they’re about fun, food, movement, connection, and playing full out together.

  • Curiosity is sacred. We ask good questions, follow hunches, and know that creativity blooms when rules take a back seat.

  • You’ll thrive here if... you’re values-rooted, flexible, collaborative, and excited to co-create something that’s never been done before.

  • You probably won’t love it if... you crave predictability, prefer formality, or feel safest with lots of structure and clearly drawn lines.

Open Roles

Senior Full-Stack Engineer

The Opportunity

We're hiring a Senior Full-Stack Engineer who can seamlessly operate as both a start-up style product developer and a nonprofit technical generalist. As our first and lead engineer, you will drive the technical development of our flagship school and resource discovery platform, while also helping to shape future-facing tools that expand family access, coordination, and choice. You'll take ownership of feature development, guide our technical roadmap, and collaborate on data infrastructure improvements that serve tens of thousands of families. Additionally, as a small, innovative, and mission-driven team, we regularly rely on our teammates to jump in and take on generalist tasks and projects. Examples include custom form development, technical solutions for email campaigns, and data set magic. 

This role is ideal for someone who thrives at the intersection of user-focused product development, data-driven systems, and technical leadership. You'll build features that directly impact families, optimize data pipelines that power our directory, and help shape our technical direction as we expand to new states.

Key Responsibilities

🚀 Product Development & Feature Leadership (50%)

  • Lead development of new features for our school finder application (vanilla JavaScript, static hosting)

  • Take ownership of the technical roadmap, balancing new functionality with code quality and performance

  • Collaborate with our Director of Digital Operations to translate user needs into technical requirements

  • Build features such as advanced filtering, search optimization, and user experience improvements

  • Leverage AI-assisted development tools for rapid prototyping and feature development

🔧 Data Architecture & ETL Development (30%)

  • Build and maintain data pipelines that transform Excel/CSV data from external sources into our directory

  • Collaborate with our data architecture consultant on database design and infrastructure improvements

  • Develop automated data processing workflows using Python and Airtable APIs

  • Ensure data quality and accuracy across multiple state data sources

📈 Technical Strategy & System Optimization (15%)

  • Participate in new product ideation and support rapid prototyping 

  • Evaluate and recommend technology decisions (framework migration, infrastructure changes)

  • Identify and address technical debt, security vulnerabilities, and performance bottlenecks

  • Advise on and drive architecture for product portability across multiple tenants and scalable growth

  • Establish development best practices, testing strategies, and documentation standards

🤝 Cross-Functional Collaboration (5%)

  • Partner with the program team to understand user needs and state partnership requirements

  • Communicate technical decisions and trade-offs to non-technical stakeholders

  • Support the broader team during peak usage periods and system maintenance

Who You Are

  • You bring 4+ years of full-stack development experience with JavaScript and Python

  • You're fluent in front-end technologies (vanilla JS or modern frameworks), backend development, and data processing

  • You have experience with API integrations, ETL processes, SQL databases, and working with messy real-world data

  • You're a technical leader who can own features end-to-end, gets energized by solving problems where the path isn’t obvious yet, and balances product polish with rapid prototyping

  • You thrive in mission-driven environments and care about building tools that serve underserved communities

  • You're comfortable with AI-assisted development tools and skilled at providing proper context for effective, responsible use

Nice to Haves

  • Experience with React/Vue and advising on framework migration decisions

  • Background in EdTech or government and public interest technology

  • Experience designing tools or platforms that coordinate multiple user types (e.g., families and providers)

  • Familiarity with Airtable APIs, GitHub Actions, or similar automation tools

  • Experience scaling applications from MVP to multi-tenant architecture

  • Experience with AI-assisted development tools (Claude Code, Cursor, GitHub Copilot, etc.)

Compensation & Benefits

  • Salary range: $100,000-$130,000, depending on mastery and experience of required competencies

  • Fully remote team with flexible hours

  • Comprehensive health benefits and unlimited paid time off

  • Professional development opportunities, growth pathways, and wellness funds

  • A mission-aligned, values-driven team working to transform educational access

  • Paid benefits also include:

    • up to $500 USD for work-from-home supplies when you join Outschool.org, then $100 annually; 

    • up to $500 USD annually for classes on Outschool.com;

    • up to $200 USD annually for DEI learning materials; 

    • up to $2,500 USD for wellness or professional development annually

Application Closes Sept 16, 2025.

APPLY HERE