Founding Head of Engineering

We are the #1 AI lawyer for small to midsize businesses. We combine AI, our own law firm, and an expert feedback loop to deliver fast, compliant, high-quality legal work at a fraction of the cost and turnaround time of traditional firms. We grew revenue 1,500% last year.What you will be doing: -Take ownership of the vision and development of agentic AI.-This is a technical leadership and hands-on role for someone who has already built agentic AI systems and has improved them while in production. -You will own architecture and delivery, and set the engineering standard for how this work gets done. -You will work directly with lawyers to translate legal workflows into reliable AI systems. -You will also serve as a team lead and play a critical role in hiring, managing and scaling the AI engineering team. -Architect expert feedback loop, agents and knowledge base -Develop an agent architecture with a knowledge base which can be used to dynamically insert expert feedback based on user context. -Determine the process to convert feedback from our legal team's daily operations into knowledge base updates which can rapidly improve agent performance. -Build evaluation infrastructure - including LLM-as-a-judge evals, feedback capture and regression testing. -Establish best practices for versioning, testing, deployment, and observability. -Build features to gather user context while minimizing user effort (e.g., using web search and integrations like email, google drive) and using long-term and short-term memory to improve performance. -Build tools to facilitate lawyer input into knowledge base updates, evals and other inputs to the agentic system that improve quality of results over time. -Monitor production systems, flag and resolve bugs -Stay on the frontier of both AI and legal AI What you need:-10+ years of software engineering experience (3+ yrs in Python) -5+ years tech lead experience: you've owned architecture decisions, led development, handled deployment and monitoring -Hired and managed software engineers -1+ year building agentic systems in production, particularly:*Built systems with reasoning about goals, planning, tool calls and subagents*Built context management and memory for agentic systems*Built LLM-as-a-judge or similar evaluation frameworks *Built expert-in-the-loop systems where domain experts continuously improve accuracy *Experience working in an AI-native development manner using tools such as Claude Code, Cursor, Codex, or similar *Worked in startup environment with high ambiguity, urgency, and ownership *Experience with frontend or workflow UI development sufficient to collaborate effectively across the product stack Benefits-Competitive salary and meaningful founding engineer level equity -Unlimited PTO -High impact work: Build the AI at the center of the largest and fastest growing legal AI product -Fully covered health, dental, and vision.