Staff AI Engineer
About The Position
We're looking for a Staff AI Engineer to help our engineering teams build, evaluate, and scale AI features across the product — and set the bar for what great looks like. In this role, you'll design the evaluation, safety, and agent execution patterns that every squad builds to, stay hands-on with reference implementations and evaluation harnesses, and coach engineers across the org so squads can ship AI features safely and confidently. You'll work closely with Product Engineering, Platform Engineering, Product and our Security, Privacy, and Clinical partners — turning a fast-moving, regulated healthcare environment into a place where AI can scale with the quality patients and providers deserve.
Requirements
- 8+ years of software engineering experience, with 2+ years in a Staff or Principal-level applied AI or ML engineering role
- Demonstrated ownership of agentic or LLM-powered systems in production — including evaluation, guardrails, and cost and latency tuning at scale
- A strong track record designing evaluation strategies for non-deterministic systems — offline evals, online evals, human-in-the-loop, regression harnesses
- Deep understanding of agent execution patterns (tool use, planning, memory, orchestration frameworks) and their trade-offs
- Experience defining AI quality and monitoring practices — quality metrics, hallucination and safety controls, drift detection, incident response
- A builder's mindset — a product engineer with deep empathy for user and customer impact, comfortable getting hands-on with code, prototypes, and reference implementations
- Proven ability to influence — mentoring senior engineers, setting standards across squads, and partnering with platform teams
- Excellent written and verbal communication; you can translate confidently between executives, product, clinical and compliance stakeholders, and deep technical teams
Responsibilities
- Set the guardrails, evaluation strategy, and observability standards that keep AI feature quality, safety, and technical health high across the product
- Shape the model and provider strategy, usage patterns, and cost controls that keep AI unit economics healthy as we scale
- Define the evaluation strategy, agent execution architecture, and reference patterns that the teams building and maintaining AI features build to
- Mentor and coach squads and engineers across the org so they can safely do more of the AI work themselves, against Maple's standards
- Partner with Product and Engineering squads on agentic feature development as a senior technical partner and reviewer
- Co-define the AI governance model with Security, Privacy, Legal, and Clinical partners — including review criteria, PHI handling expectations, and escalation paths
- Translate technical AI choices — cost, clinician efficiency, patient experience, and risk — into clear business outcomes for executive and cross-functional audiences
Benefits
- 24/7 access to general practitioners, pediatrics and mental health therapy for you and your family
- Comprehensive health coverage: Medical, dental and life insurance
- Health spending account
- Flex benefits: An annual budget built for your growth and well-being. Use it for professional development, wellness expenses or a one-time boost to your retirement savings.
- 10 dedicated Health days
- Destination days: Work from anywhere. Enjoy the flexibility to work internationally in eligible countries for up to five days per year
- Group retirement savings plan
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What This Job Offers
Job Type
Full-time
Career Level
Principal
Education Level
No Education Listed
