Lead Software Engineer, AI
About The Position
Our agent platform team builds and ships using AI-native engineering practices: agentic coding tools that let a small, senior group move at a pace well beyond traditional engineering throughput. That's how this team can build the infrastructure, tooling, and observability that let our AI agents operate reliably at the scale this work demands, all at the same time. We're also in the middle of rethinking how we deploy and operate agents in production, pushing quality and safety checks earlier in the pipeline and raising our bar for release velocity and stability. As our Lead AI Engineer, you'll set technical direction across that portfolio, moving fluidly between the initiatives that matter most and shaping how a highly capable, senior team builds the next generation of legal AI agents. About the Role In this opportunity as a Lead AI Engineer, you will: Set technical architecture and direction across the team's highest-priority initiatives, spanning core agent infrastructure, new internal tooling, and production reliability. Provide hands-on technical leadership wherever it matters most, flexing across the team's highest-priority initiatives rather than being locked into a single fixed workstream. Architect and build production AI agent systems on top of modern LLM APIs, agent SDKs, and orchestration/runtime infrastructure, designed to scale and integrate cleanly with existing platform services. Design agent observability and evaluation practices (tracing, automated evals, and quality/drift detection) so regressions in agent behavior get caught before they reach customers. Advance how the team deploys and operates AI agents in production, deepening practices like progressive/feature-flagged rollout and earlier-stage quality signals so releases get both faster and safer over time. Drive cross-cutting design reviews and technical decisions (RFCs/ADRs) to keep new systems coherent as multiple initiatives move in parallel. Mentor and raise the technical bar for a senior engineering team, including how they use AI-native, agentic development practices to multiply their own output. Partner with product and engineering leadership to translate strategic priorities into concrete system architecture and sequencing decisions.
Requirements
- Extensive experience architecting and shipping production software systems, including hands-on experience building AI/LLM-powered products or agentic systems (not solely classical ML/data science).
- Direct experience building with modern LLM APIs, agent frameworks/SDKs, or agent-to-tool integration protocols.
- A track record of setting technical direction across multiple concurrent initiatives, not just delivering one project end-to-end.
- Strong backend engineering fundamentals, including distributed systems design, service architecture, and cloud infrastructure.
- Experience designing for production reliability and observability: monitoring, evaluation pipelines, incident response, and quality regression detection.
- Demonstrated ability to mentor senior engineers and influence technical culture and practices.
- Comfort operating with high autonomy on a fast-moving, senior-heavy team that builds with AI-native/agentic engineering practices.
Nice To Haves
- Experience leading architecture for developer-facing platforms, plugin/extension systems, or integration ecosystems.
- Familiarity with progressive delivery practices (feature flagging, phased rollout, blue/green deployment) at scale.
- Experience pushing a team toward elite software delivery practices: progressive delivery, shift-left quality/testing, and the kind of engineering discipline reflected in metrics like deployment frequency, lead time, and change failure rate.
- Experience with managed agent runtime infrastructure (e.g., AWS Bedrock AgentCore or similar).
- Domain expertise in legal, regulated, professional-services, or other fiduciary domains is a plus, but not required.
Responsibilities
- Set technical architecture and direction across the team's highest-priority initiatives, spanning core agent infrastructure, new internal tooling, and production reliability.
- Provide hands-on technical leadership wherever it matters most, flexing across the team's highest-priority initiatives rather than being locked into a single fixed workstream.
- Architect and build production AI agent systems on top of modern LLM APIs, agent SDKs, and orchestration/runtime infrastructure, designed to scale and integrate cleanly with existing platform services.
- Design agent observability and evaluation practices (tracing, automated evals, and quality/drift detection) so regressions in agent behavior get caught before they reach customers.
- Advance how the team deploys and operates AI agents in production, deepening practices like progressive/feature-flagged rollout and earlier-stage quality signals so releases get both faster and safer over time.
- Drive cross-cutting design reviews and technical decisions (RFCs/ADRs) to keep new systems coherent as multiple initiatives move in parallel.
- Mentor and raise the technical bar for a senior engineering team, including how they use AI-native, agentic development practices to multiply their own output.
- Partner with product and engineering leadership to translate strategic priorities into concrete system architecture and sequencing decisions.
Benefits
- Hybrid Work Model
- Flexibility & Work-Life Balance
- Career Development and Growth
- Industry Competitive Benefits
- Culture
- Social Impact
- Making a Real-World Impact
- flexible vacation
- two company-wide Mental Health Days off
- access to the Headspace app
- retirement savings
- tuition reimbursement
- employee incentive programs
- resources for mental, physical, and financial wellbeing
- market competitive health, dental, vision, disability, and life insurance programs
- competitive 401k plan with company match
- parental leave
- sabbatical leave
- optional hospital, accident and sickness insurance paid 100% by the employee
- optional life and AD&D insurance paid 100% by the employee
- Flexible Spending and Health Savings Accounts
- fitness reimbursement
- access to Employee Assistance Program
- Group Legal Identity Theft Protection benefit paid 100% by employee
- access to 529 Plan
- commuter benefits
- Adoption & Surrogacy Assistance
- Employee Stock Purchase Plan
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What This Job Offers
Job Type
Full-time
Career Level
Senior
Education Level
No Education Listed
