Head of Engineering

More than 90% of all the enterprise data in the world lives in unstructured data, be it spreadsheets, PDFs, or documents. We see an incredible opportunity to be the AI document automation platform to eliminate the manual data entry work that persists across thousands of large enterprises today. We are a fast-growing startup backed by General Catalyst, Sequoia Capital, and Y Combinator. Our customers range from publicly traded companies (Toast, Dayforce) to fast-growing startups (Ramp, Vanta).

We have an ambitious, intense, fast-paced culture at OneSchema. As a rapidly growing venture-backed startup, every team member has the chance to have a major impact on our business. The ability to operate autonomously is an absolute must. With this level of autonomy, you’ll have the chance to learn in one week what it would take months to learn elsewhere.

This role will come with meaningful equity compensation. Our eng culture is in-person, and this role will be based in our SF HQ office 5x per week.

We’re looking for a full-time Head of Engineering. As a member of the Leadership team, you will report directly to our co-founder and CEO. You will own the engineering roadmap, lead all software engineers at OneSchema, and set the pace, culture, and technical vision for the team.

• Technical Vision & Roadmap: Translate company goals into a clear, ambitious engineering strategy; make build-vs-buy and architectural decisions that balance speed with long-term leverage.

• Team building + coaching: Recruit, onboard, and mentor a diverse team of 5 → 20+ engineers across full-stack, product, infra disciplines; foster the extreme ownership and rapid learning culture that defines OneSchema.

• AI & Platform Leadership: Guide the evolution of our React / TypeScript / Rust / Ruby stack and our usage of foundation models for coding and vision-language agents; own scalability, security, and compliance for Fortune-500 data workloads.

• Execution Excellence: Establish lightweight but effective processes (planning, code health, on-call, incident response) that keep quality high while shipping daily.

• 10+ years of professional software-engineering experience, including 3+ years managing and leading multi-team orgs in high-growth startups or fast growing teams.

• Proven record scaling products from 0 → 1 → N, ideally in data-heavy domains.

• Strong technical background in data-heavy applications and distributed systems

• Passion for working on-site in a fast-paced, highly autonomous environment; comfortable juggling strategy and execution work.

• Track record building inclusive, high-performance cultures that attract and retain top talent.

• Have shipped AI/LLM-powered products or internal agents at scale.

• Have built customer-facing SDKs, APIs, or developer platforms.

• Have experience selling to or working with large enterprises and their security/compliance requirements (SOC 2, HIPAA, etc.)

• Are fluent in data-integration, ETL, or document-understanding problems

• Competitive compensation with meaningful stock options

• Medical, Dental and Vision plans

• Daily lunch in office

• Monthly commuter cost reimbursement

• 401k

• Unlimited PTO and sick days

• Parental leave

• Quarterly wellness budget

OneSchema is an equal opportunity employer and encourages all applicants from every background and life experience. We celebrate diversity and do not discriminate based upon race, religion, color, national origin, sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics.