Staff Software Engineer

What You’ll Work On
Product Engineering
Build, ship, and support user-facing features across the full stack - frontend, backend, data pipelines, infrastructure, testing, and monitoring. Our growing product suite includes a web app, browser extension, and AI tools, and you should be comfortable touching them all.
Make final technical decisions about architecture, tooling, and third-party services at a pace that matches early-stage reality.
Contribute to product thinking - while not your primary responsibility, you should be comfortable occasionally speaking to users and helping translate ideas into product specs that support both customer and business needs.
AI & Platform
Lead the design and implementation of AI-powered workflows: things like integrating LLM APIs, building RAG pipelines, virtual context-driven assistants, and agentic systems.
Work in close partnership with the Program team to ensure tight alignment between platform capabilities and the learning experiences leaders depend on.
Help improve how we evaluate and iterate on our customer-facing AI tools, always with an eye towards enhancing - not replacing - human thinking.
Engineering Culture & Operations
Influence the developer experience end-to-end - from local dev to testing to CI/CD to production monitoring.
Establish and own engineering practices, documentation, and standards that will scale as the team grows.
Who You Are
A well-rounded engineer with 8+ years of experience building and shipping production applications across the full stack in fast-paced environments.
Experienced in JavaScript/TypeScript ecosystems. Our stack is JS-focused front and back, and while we are likely to fold in some Python with our expanding AI capabilities, JS will always have a place!
Uses AI coding tools (Claude Code, Cursor, Copilot, etc.) as a core part of how you build. You direct the AI with clear intent, catch subtle errors or design decisions that will cause problems down the road, and take ownership of the architecture and tradeoffs regardless of who or what wrote the code.
Familiarity with the AWS cloud ecosystem.
Product-minded. You think about the person on the other end of what we build, not just the thing itself.
A clear communicator and collaborative partner across multiple business functions.
Comfortable with ambiguity and high ownership.
Motivated by building things that make a difference.
Nice to Have
Familiarity with our current stack: Vue.js (v3, Composition API), Node.js, Hono, Postgres (on RDS) with Drizzle, Voiceflow.
Background in edtech, education, or similar mission-driven organizations.
Experience working closely with product or founding teams in a startup or high-growth environment.
Compensation & Benefits
$150K-$210K base salary, based on experience and competencies
Meaningful early-stage equity
Health insurance
401(k) with employer match
Learning and development stipend (plus company-paid AI-assisted development tools)
Generous PTO
Fully remote (US-based)

Skills Required
8+ years building and shipping production full-stack applications
Deep, hands-on experience shipping production AI systems (LLM integration, RAG pipelines, agentic systems)
Experience with JavaScript/TypeScript ecosystems
Familiarity with the AWS cloud ecosystem
Experience across frontend, backend, data pipelines, infrastructure, testing, and monitoring
Uses AI coding tools (Claude Code, Cursor, Copilot, etc.) as a core part of development workflow
Ability to set and defend architecture, tooling, and third-party decisions with minimal oversight
Product-minded with strong communication and cross-functional collaboration skills
Familiarity with Vue.js (v3, Composition API), Node.js, Hono, Postgres (RDS) with Drizzle, and Voiceflow
Experience with Python for AI workflows
Background in edtech or mission-driven education organizations
Experience working closely with product or founding teams in startups/high-growth environments