Head of Forward Deployed Engineering

This is a fully remote position, open to applicants in United States.

📋 Description

• Oversee the practical deployment, scaling, and adoption of production AI and agentic software within essential business units.

• Lead a self-directed team of engineers collaborating with operational leaders from underwriting to finance.

• Define, prototype, and deliver significant AI workflows in partnership with business leaders.

• Create internal prompt libraries, integration patterns for tools, and retrieval architectures.

• Allocate embedded engineering tasks across teams and business priorities while maintaining a hands-on approach.

• Incorporate field insights, data classification limitations, and operational realities into the architecture of the AI platform and tool selection.

• Establish coding quality standards for agentic systems, along with review/QA processes and CI/CD integration points.

• Plan and implement technical and business training sessions, including follow-up office hours.

• Assess active adoption rates and business impact metrics by department and engineering team.

⛳️ Requirements

• A minimum of 8 years of experience in production software engineering.

• Recent (within the last 1–2 years) extensive, hands-on experience with modern agentic/LLM frameworks like Claude Code, LangGraph, and CrewAI.

• Demonstrated experience collaborating with non-technical business teams to design, deploy, and sustain production software solutions.

• Strong foundational knowledge in CI/CD and DevOps practices.

• Proficient in evaluating, constructing, and enhancing software delivery pipelines.

• Excellent business analysis abilities, translating unclear processes into clearly defined technical solutions.

• Proven leadership and instructional skills.

• Experience in guiding small engineering teams in high-autonomy settings while remaining an active contributor.

• High adaptability and strong business acumen.

• Capability to serve as the most technical individual among operational leaders and the most business-savvy among engineers.

• Candidates must have authorization to work in the United States without current or future employer-sponsored work authorization.

• Preferred: prior exposure to the insurance or insurtech sectors.

• Preferred: experience in high-growth startup environments.

• Preferred: experience in establishing data governance, classification, or compliance standards.

🏝️ Benefits

• Full remote flexibility and a culture of asynchronous work.

• Unlimited paid time off and fully compensated sick leave.

• Comprehensive health benefits, including medical, dental, and vision coverage.

• Options for Health Savings Accounts (HSA) and Flexible Spending Accounts (FSA).

• 401(k) plan.

• Company-sponsored life insurance.

• Disability coverage.

• Equity incentive program.