Applied AI/ML Engineer

Overtone•New York, NY

2d•$200,000 - $300,000•Onsite

About The Position

As a founding AI Engineer at Overtone, you will build and own the AI systems that power our core product experience—from conversational intelligence to matchmaking insight generation. You'll design prompting, evaluation, and model infrastructure that makes our AI reliable, trustworthy, and continuously improving. This is a hands-on, early-stage role: you'll run experiments, ship infrastructure, and build the tools that give the team real visibility into model behavior and quality.

Requirements

5+ years of engineering experience, with meaningful time spent building LLM-powered products in production
Strong prompt engineering and evaluation instincts—you think in terms of evals, not vibes
Experience building evaluation pipelines for LLM systems
Familiarity with vector databases and retrieval-augmented architectures
Experience with fine-tuning techniques such as SFT, DPO, or RLHF
Strong understanding of when ML models outperform prompt-based systems
Experience working in early-stage environments with high ownership
Experience with Python, SQLAlchemy, FastAPI, PostgreSQL

Nice To Haves

Experience with recommender systems or ranking systems
Experience with MLOps and model lifecycle infrastructure
Experience building AI evaluation frameworks or model observability systems
Experience building internal developer tooling (React/TypeScript + Python)

Responsibilities

Design and maintain the prompts, structured outputs, and orchestration systems that power Overtone's AI-driven features.
Build evaluation infrastructure to measure AI quality at scale using tools such as Langfuse, TensorZero, and Promptfoo. You'll work with our team to make sure LLM judges are aligned.
Run structured experiments across models, prompts, and configurations to optimize quality, cost, and latency.
Build internal tools—dashboards, admin interfaces, debugging workflows—that give the team visibility into system behavior and model performance.
Apply data science and lightweight modeling to improve match quality, identifying when traditional ML models or ranking systems outperform prompt-based approaches.
Own the model serving layer — deploying models, managing inference infrastructure (API providers and self-hosted), model versioning, and cost/latency optimization in production. Work with the backend lead to define clean service contracts between the AI layer and the rest of the system.
Identify opportunities to fine-tune open-source models using techniques such as SFT, DPO, and RLHF for cost and latency improvements.
Design and maintain vector databases and memory architectures that enable personalization and context-aware experiences.
Ensure systems are fair, unbiased, and auditable, building evaluation pipelines and human-in-the-loop processes where appropriate.
Work closely with product, engineering, and research to bring AI capabilities into real user-facing features with scalability and reliability in mind.