Founding Head of Engineering

Founding Head of Engineering CyberCoders - 3.9 Santa Monica, CA Job Details Full-time $225,000 - $300,000 a year 1 day ago Benefits Unlimited paid time off Dental insurance Qualifications Engineering testing Startup experience IT system monitoring Application deployment Hiring Team management System architecture design AI Python System performance monitoring Full Job Description 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. For this position, you must be currently authorized to work in the United States without the need for sponsorship for a non-immigrant visa. CyberCoders will consider for Employment in the City of Los Angeles qualified Applicants with Criminal Histories in a manner consistent with the requirements of the Los Angeles Fair Chance Initiative for Hiring (Ban the Box) Ordinance.

This job was first posted by CyberCoders on 04/20/2026 and applications will be accepted on an ongoing basis until the position is filled or closed. CyberCoders is proud to be an Equal Opportunity Employer All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, age, sexual orientation, gender identity or expression, national origin, ancestry, citizenship, genetic information, registered domestic partner status, marital status, status as a crime victim, disability, protected veteran status, or any other characteristic protected by law. Our hiring process includes AI screening for keywords and minimum qualifications. Recruiters review all results. CyberCoders will consider qualified applicants with criminal histories in a manner consistent with the requirements of applicable state and local law, including but not limited to the Los Angeles County Fair Chance Ordinance, the San Francisco Fair Chance Ordinance, and the California Fair Chance Act. CyberCoders is committed to working with and providing reasonable accommodation to individuals with physical and mental disabilities. Individuals needing special assistance or an accommodation while seeking employment can contact a member of our Human Resources team at to make arrangements.