Staff AI Engineer (Agentic Systems)

This is a high-ownership “do whatever it takes” role for someone who wants to operate at founder speed, learn the full stack of an insurance/warranty business, and ship work that directly moves revenue, conversion, and retention.

What you’ll do
You will build the agentic layer of our core product: AI systems that reason, take actions, and reliably complete workflows across pricing/underwriting, policy issuance, claims intake, adjudication, fulfillment (repair/replacement/reimbursement), and other parts of the bueinsess.

Key responsibilities

• Design and ship production-grade AI agents that run real business processes (not demos)
• Build agentic architectures: orchestration, tool calling, state machines, memory, permissions, audit trails, human-in-the-loop, and fallback paths
• Own our RAG platform end-to-end: ingestion, chunking, embeddings, retrieval, reranking, citations/grounding, and hallucination mitigation
• Build evaluation and monitoring systems: offline eval sets, regression tests, online metrics, drift detection, and red-team suites
• Implement model optimization: prompt systems, structured outputs, fine-tuning where appropriate, latency/cost optimization, caching, and throughput tuning
• Build core ML systems for warranty/claims: document understanding, extraction, classification, anomaly/fraud signals, decision support, and SLA routing
• Partner tightly with product/ops to translate real workflows into deterministic, testable, compliant automation

What you’ll build (examples)

• Underwriting/pricing agents: real-time quote decisions using merchant/product/context signals with strict guardrails and auditability
• Claims copilot + auto-adjudication engine: intake triage, evidence requests, decision proposals with explanation, vendor routing, reimbursement automation
• OEM warranty parsing system: turn messy manufacturer policies into machine-readable coverage logic
• Internal ops copilots: tooling that reduces manual work and increases consistency across customer support, compliance, and finance

**Requirements (must have)**
(Hiring at different levels for the same role - required experience years, expected skill level will vary as per role level)

• 3+ years building and shipping ML/LLM systems in production (or equivalent founder-level experience)
• Proven experience building agentic products/companies: multi-step workflows, tool use, orchestration, reliability engineering
• Deep hands-on expertise in:
  • RAG and retrieval systems (vector databases, reranking, grounding strategies)
  • LLM evals (golden sets, automated judging, human eval, regression pipelines)
  • Prompting and structured outputs (schemas, function/tool calling, robustness)
  • Model training/fine-tuning fundamentals and tradeoffs (when to tune vs prompt vs retrieve)
• Strong software engineering: clean APIs, testing, observability, performance tuning, secure-by-default design
• Comfortable owning ambiguous problems end-to-end and driving them to measurable outcomes

Strong preference (nice to have)

• Experience building systems with compliance/audit requirements (fintech/insurance/health/enterprise)
• Experience with document AI at scale (PDFs, images, messy inputs), and extracting structured truth reliably
• Experience designing human-in-the-loop workflows and escalation rules for high-stakes decisions
• Experience with infra for LLMs: model hosting, batching, streaming, caching, prompt/version management
• Startup or ex-founder background, especially shipping 0→1 products fast

What success looks like (first 90 days)

• You ship an agentic workflow that replaces meaningful manual ops work and improves a measurable metric (cycle time, accuracy, cost per claim, attach rate, CSAT)
• You implement an eval harness that catches regressions before production and gives us a reliable “quality score” per workflow
• You establish a scalable architecture pattern for agents (permissions, audit logs, observability, fallbacks) that the team can replicate

Tech environment
We’re cloud-native and move fast. Expect Python for ML/agents, TypeScript for product surfaces, Postgres for systems of record, event-driven services, and a modern LLM + retrieval stack with strong observability and CI/CD. And AWS+Azure for infra.

Why this role is special

• Build an AI-native category-defining company in a massive market
• Direct founder exposure and high leverage: your work will change the trajectory of the company
• Real breadth: growth + underwriting/claims ops + product, in one seat
• Career accelerant: if you perform, your scope and title will grow quickly

How to Apply

• Please ensure your profile is up to date and includes a link to your LinkedIn.
• In your application message, share 3 things you’ve built or delivered and the results you achieved in one simple sentence per example (3 sentences total).

Interview process

• Intro call (15 minutes)
• 2 remote interviews (45 minutes)
• 2 In person interviews (1hour)
• References