Staff Machine Learning Engineer

Description

The Agentic Engineering organization at the company is the customer-obsessed engineering group that builds a conversational AI experience that turns enterprise intent into completed work. We advance how enterprise AI reasons, remembers, and executes.

The Agent Orchestration team — the team you'll join — owns the execution core: the agent harness, orchestration runtime, multi-agent coordination, memory management, and the evaluation frameworks that ensure agents behave correctly in production. Every autonomous action Otto promises depends on what this team ships.

We are looking for world-class talent to help us extend agentic AI to every employee across every corner of the business

What you get to do in this role:

As a Staff AI Engineer, you will own significant parts of the agent harness — the infrastructure layer that enables AI agents to reason over real enterprise data, take action across workflows, and run safely at Fortune 500 scale.

Harness engineering : Design and build the agent execution harness — the orchestration layer that routes inputs, manages context, invokes tools, handles retries, and surfaces execution state across multi-step agentic workflows

Reliability at scale : Own the runtime's fault tolerance, latency, and throughput; design for enterprise workflows that cannot fail silently or unpredictably

Observability : Instrument the harness with tracing, cost attribution, and latency visibility so the team can reason about agent behavior in production and catch failures before customers do

Prompt infrastructure : Build prompt management systems — versioning, templating, and systematic evaluation — that keep agent behavior stable across model updates and configuration changes

Eval engineering : Design and own evaluation frameworks (unit evals, integration evals, production monitors) that measure agent quality, catch regressions, and drive data-informed decisions

LLM integration : Integrate with and abstract over frontier LLMs, managing model routing, fallback strategies, cost, and latency trade - offs in production

Technical leadership : Set technical standards through architecture decisions, code reviews, and coaching — particularly on agentic design patterns and production AI discipline.

System boundary design : Define where agent logic lives — what's a tool call, a sub-agent, a hardcoded path, or a human escalation — and establish those design standards across the team

Requirements

• To be successful in this role you have:
• 7+ years building production software systems with a strong track record on reliability, performance, and scalability
• Hands-on experience shipping generative AI products — not just integrating LLM APIs or building prototypes, but owning AI-powered features that production users depend on
• Solid depth in how large language models work: failure modes, context constraints, and how prompt design shapes model behavior at scale
• Python, Kubeflow,Experience with SageMaker, Vertex AI or AzureML, SQL
• Practical prompt engineering experience: systematically designing, versioning, and evaluating prompts across model updates or A/B evaluation cycles
• A real track record in eval engineering — not just familiarity, but a portfolio of evaluation suites designed, shipped, and used to drive quality decisions in production AI systems
• Cost and efficiency awareness at the system level: experience reasoning about model routing, inference cost, and latency tradeoffs in production
• Strong software engineering fundamentals: distributed systems, API design, and testing discipline
• Comfort operating in fast-moving, ambiguous, startup-like AI product environments
• Experience with multi-agent coordination patterns (A2A, MCP)
• Familiarity with agent frameworks (LangChain, LlamaIndex, or similar)
• Prior experience shipping AI systems in enterprise software
• Experience with AI observability tooling (tracing, cost tracking, LLM-specific monitoring)
• Familiarity with cloud-native infrastructure, service observability, logging, monitoring, reliability engineering, and production troubleshooting
• For positions in this location, we offer a base pay of $176,100 - $308,200 , plus equity (when applicable), variable/incentive compensation and benefits. Sales positions generally offer a competitive On Target Earnings (OTE) incentive compensation structure. Please note that the base pay shown is a guideline, and individual total compensation will vary based on factors such as qualifications, skill level, competencies, and work location. We also offer health plans, including flexible spending accounts, a 401(k) Plan with company match, ESPP, matching donations, a flexible time away plan and family leave programs. Compensation is based on the geographic location in which the role is located and is subject to change based on work location.
• Additional Information
• Work Personas
• We approach our distributed world of work with flexibility and trust. Work personas (flexible, remote, or required in office) are categories that are assigned to the company employees depending on the nature of their work and their assigned work location. Learn more here . To determine eligibility for a work persona, the company may confirm the distance between your primary residence and the closest the company office using a third-party service.