We're looking for a Head of Engineering who will:
- Leads by example— set the standard for technical excellence, code daily, conduct thoughtful code reviews
- Architects for the future and delivers for the present— lead the scaling of our system to support 10x users, while increasing reliability and observability
- Is a master of applied AI engineering—architecting sophisticated systems on top of modern AI APIs to solve complex legal problems with high reliability and performance
- Guides a high-performance team— drive hiring, onboarding, and developing our engineering talent, fostering a culture of ownership, intensity, and collaboration to attract and retain top performers
- Systematically improves engineering velocity and quality— mature our CI/CD pipelines, increase test coverage, and improve release processes, without bogging the team down in bureaucracy
- Is a strategic business partner— translate complex technical concepts and trade-offs into clear business implications for founders, product leads, and GTM teams, ensuring technical strategy is always aligned with customer value and company goals
- Makes difficult trade-offs between speed, robustness, and cost, always prioritizing user impact
- Helps strategize & lead on roadmap, tech choices, and SOC 2 Type II compliance.
- Communicates crisply with founders, PMs, design, and GTM to keep everyone rowing one direction
- Finds ways to leverage AI to maximally improve the development process
Core Requirements:
- 8+ yrs engineering experience, incl. 3+ yrs leading teams in high-growth B2B-SaaS companies
- Fluency in our stack (React/Next.js, Python/FastAPI, Postgres, Redis, Docker/K8s)
- Proven record of scaling systems to thousands of concurrent users and introducing observability
- Deep, applied expertise in building sophisticated products on top of modern AI APIs (RAG, eval frameworks, agents, etc.)
- Significant personal use of AI for development (Cursor, Replit, Windsurf, Claude Code, etc.) and ability to reimagine end-to-end systems with AI
- Significant startup experience
- Engineering degree, ideally from a top institution
Nice to Have:
- Legal or LegalTech experience
- Strong DevOps skills on Azure (or AWS/GCP with quick ramp‑up)
Why join Callidus AI:
- Massive impact — shape architecture as we 10× usage
- Velocity — no bureaucracy; great shipping culture
- Mission — completely transform an entire industry
- Strong fundamentals — paying customers, soaring ARR
- Modern stack + AI frontier — work daily with the most interesting cutting-edge technology ever
Top Skills
What We Do
Who is AI Fund?
We are a team of AI pioneers, proven entrepreneurs, seasoned operators, and venture capitalists that collaborates with leading entrepreneurs to solve big challenges using artificial intelligence.
Founded in 2017 by Dr. Andrew Ng, AI Fund is backed with $176 million in capital by some of the leading VC firms and investors, including NEA, Sequoia, and Greylock.
How Are We Different?
We work with entrepreneurs during their startup’s most critical and risky phase, from 0 to 1. At the earliest stages, your company strategy is still being formed, and you’re still on the path to demonstrating your idea’s full potential – this is a reality we understand. This is the period when decisions on product strategy, market fit, and team are most critical, moving fast and fixing parts of your business when you have limited resources is a challenge.
We believe the best way to help entrepreneurs is by providing our time, expertise, and resources to help flesh out these key strategic decisions. Making the right decisions at the right time can often make the difference. We are here to improve these dynamics, at a time when the help matters the most.
Why Work With AI Fund?
Getting a startup from idea to Series A funding is not easy. We’ve been there and understand the challenges you must overcome. Whether you desire limited help and just want access to our unique ecosystems of AI experts and entrepreneurs or you would like our full support, we are interested in the opportunity to help in your success.
We are flexible in how we work with companies, but ultimately, we are here to maximize your chance of success and accelerate getting your company to market. We provide the capital, expertise, and resources to accelerate the work required to minimize risks in your startup, help you rise above the noise, and make your company more attractive to new investors.
