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Head of Engineering ( + Equity) at Duckbill

Jack and Jill AI
FULL_TIME Remote · US US USD 200000–250000 / year Posted: 2026-05-11 Until: 2026-06-10
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Job Description
Head of Engineering Salary: $200K – $250K + Equity Company Description: Duckbill - Heavybit-backed Cloud FinOps SaaS Job Description: As Head of Engineering, you will lead the development of Skyway, a sophisticated platform for cloud financial data. This is a builder-first role where you will ship code daily while scaling an elite engineering team. You will architect systems capable of processing terabytes of complex billing data and manage high-stakes technical decisions. Location: San Francisco, USA Why this role is remarkable: Rare opportunity to join as a foundational leader at a company that raised $7.75M from Heavybit and Uncork Capital with established product-market fit. Significant technical challenge managing near-unbounded data cardinality and recalculating billing models for thousands of cloud providers. Leverage an "unfair advantage" with access to the world's largest AWS community and seven years of proprietary customer research. What you will do: Ship production-ready code daily and eliminate architectural bottlenecks to ensure the team maintains high development velocity. Recruit and mentor a world-class engineering team, fostering a culture of technical excellence and rapid execution. Design and scale data infrastructure using Python, ClickHouse, and Airflow to support a 50x increase in data volume. The ideal candidate: Proven experience building and recruiting high-performing engineering teams as a Director or VP of Engineering. Deep expertise in data infrastructure, including large-scale ETL/ELT pipelines and columnar storage solutions. Pragmatic "builder" mindset with a preference for shipping working software over long-term planning and corporate bureaucracy.