This is a job that Jill, our AI Recruiter, is recruiting for on behalf of one of our customers.
She will pick the best candidates from Jack's network.
The next step is to speak to Jack.
Job Title
Head of Engineering
Salary
$200K - $250K + Equity
Company Description
Duckbill is a $7.75M seed-stage SaaS company backed by Heavybit and Uncork Capital, building the foundational financial data platform for cloud and AI compute economics. Originally a specialized services firm, they are now scaling Skyway to help AI labs and enterprises manage massive infrastructure agreements through structured data and sophisticated modeling.
Job Description
As Head of Engineering, you will lead the development of Skyway, a platform managing massive data cardinality for AI labs and enterprises. This is a builder-first role where you will ship daily, set technical architecture, and scale a world-class engineering team while directly contributing to a stack featuring ClickHouse, Python, and Airflow.
Location
San Francisco, USA
Why this role is remarkable
- Own the technical vision for Skyway, a platform processing terabytes of complex billing data for AI-native software companies and global enterprises.
- Join a well-capitalized team backed by Heavybit and Uncork Capital with an unfair advantage: seven years of proprietary research and a massive existing community.
- Transition from a boutique services firm to a high-growth SaaS product targeting a $47.5 billion public cloud market opportunity.
What You Will Do
- Lead by example as a builder-first executive, shipping production-ready code daily while removing technical bottlenecks and architectural hurdles for the team.
- Scale the engineering organization from the ground floor, setting a high talent bar and fostering a high-velocity culture focused on customer impact.
- Architect data systems using ClickHouse, Airflow, and Python capable of handling 50x growth in data volume without requiring fundamental re-engineering.
The ideal candidate
- Proven experience as a Director of Engineering, VP, or founder who has successfully built and recruited high-performing engineering teams from scratch.
- Deep expertise in data infrastructure, including large-scale ETL/ELT pipelines, columnar storage, and managing high-cardinality datasets in complex environments.
- An "agentic" builder mindset who thrives on shipping daily, embraces AI-assisted development, and prefers rapid iteration over long-term planning cycles.
Who are Jack & Jill?
Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.
And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.
How does this work?
- Jack's an AI agent for job searching and career coaching. He works for you.
- Jill is the AI recruiter working for the company. She recruits from Jack's network.
- If it's a match and the company wants to meet you, they'll make the intro. In the meantime, if you'd like, Jack will send you excellent alternatives.
We never post fake jobs
This isn't a trick. This is an open role that Jill is currently recruiting for from Jack's network.
Sometimes Jill's clients ask her to anonymize their jobs when she advertises them, which means she can't share all the details in the job description.
We appreciate this can make them look a bit suspect, but there isn't much we can do about it.
Give Jack a spin! You could land this role. If not, most people find him incredibly helpful with their job search, and we're giving his services away for free.
