The way code gets written has changed more in the last year than in the previous twenty. Maestro is the platform engineering leaders use to navigate this transition — helping teams adopt AI deliberately, hold their craft to a higher standard, and turn the moment into a durable advantage instead of a missed one.
As an early-stage, venture-backed startup, joining our team means you’ll play a critical role in shaping our product and company culture. You’ll have the opportunity to design and deliver customer-facing features, address critical customer issues, and contribute to our technical and operational foundations from day one. We are a Seattle-based company, biased toward in-person collaboration, but open to fully remote for the right candidates.
The role
As a Senior AI Engineer at Maestro, you’ll be responsible for:
- Develop AI solutions. As a senior AI engineer, you’ll lead the development of the models, evals, and pipelines that power Maestro’s reporting and insights. You’ll work closely with product to integrate them seamlessly.
- Build product and infrastructure. You’ll shape architectural decisions that let our AI systems scale with the customer base — and the AI landscape — as both move quickly.
- Enhance product features. You’ll improve and expand our AI-driven features, making sure they deliver accurate, actionable insights. Your work directly impacts how engineering leaders manage their teams.
- Engage with customers. You’ll help triage AI-related customer issues and provide technical guidance, ensuring users have the best experience with our AI capabilities.
- Help us grow the team. As an early AI hire, you’ll be instrumental in recruiting, hiring, and developing new talent.
- Pioneer the eval framework for agentic coding sessions. What separates a 12-turn verified session from a 90-turn vibe-coding sprawl — and how do we score it reliably?
- Revolutionize AI-driven insights. Elevate Maestro to deliver cutting-edge reporting that empowers organizations to make smarter, faster decisions.
- Develop AI Narratives that read like a sharp staff engineer wrote them. Synthesis a VPE will read in five minutes and trust.
- Build hallucination-resistant verification pipelines. We say things about real engineering work in front of real engineering leaders. We don’t get to make things up.
- Build scalable systems that handle the growing demands of an expanding customer base — and the demands of LLM systems that get more capable every quarter.
If this is you, let’s talk:
- 5+ years of AI engineering experience, with a strong track record building robust, scalable AI systems.
- Expertise in AI and NLP. Extensive experience with natural language processing, machine learning, and integrating with APIs like OpenAI, Anthropic, and Google Gemini.
- Backend experience using Python or Node.js.
- Familiarity with AWS (ECS, EC2, SQS, Lambda, S3).
- You’ve shipped LLM systems that engineers stake their judgment on. You know what it takes to get model output to that bar.
- Customer-focused mindset. You take pride in building products people love and solving real customer problems.
- Ownership mentality. You understand customer problems and have the autonomy to find the best solutions.
- Collaborative approach. You love working cross-functionally to achieve great customer outcomes and contribute to our culture.
- Experience building eval frameworks or LLM-as-judge systems
- Experience with retrieval, agents, or long-context applications
- Experience leading or mentoring a team
- Based in Seattle
Compensation
Base salary $150,000–$190,000, plus generous early-employee equity and benefits. Final offer depends on skills, experience, and education. Equity at this stage is a real part of the package, not a footnote.