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Clear StreetClear StreetUnited States

Senior / Staff AI Model Engineer

Own reliability and quality for an AI copilot in a trading platform. Design evaluation systems, benchmarks, quality gates, model improvement loops, and AI monitoring for correctness, safety, and performance in market analysis and trading workflows. Requires 8+ years production software experience and strong ML eval expertise.

200k – 350k
Remote8+ YOEML Engineering

About the role

Responsibilities

  • Own the reliability and quality bar for an AI copilot embedded in a trading platform used by sophisticated investors.
  • Design and build evaluation systems that measure correctness, safety, latency, and regression risk across market analysis, portfolio/risk reasoning, and trading workflows (including order placement).
  • Develop and maintain benchmarks: curated “golden sets,” scenario suites, stress/adversarial cases, and continuously refreshed market/regime-based test corpora.
  • Build automated quality gates and regression workflows that block releases when key metrics degrade.
  • Partner with engineering and product to define safe tool/action contracts (deterministic previews, confirmations, auditability) and ensure predictable assistant behavior.
  • Own model improvement loops tied to evals: data collection/labeling strategies, error taxonomy, prompt/tooling changes, and when appropriate, fine-tuning or preference optimization to measurably improve benchmark performance.
  • Design and operate monitoring + incident response for AI: telemetry, alerting, RCA, and “fix-forward” processes.
  • Develop a deep understanding of trading concepts (margin, shorting, portfolio margin, risk, execution) and how to express them accurately and understandably to users.

Requirements

  • At least 8 years of experience shipping production software; strong proficiency with any programming language.
  • Strong knowledge of computer science fundamentals, testing methodology, and systems design.
  • Experience building evaluation frameworks, test harnesses, and benchmark suites for complex systems (LLMs/agents/search/retrieval/ranking/recommenders).
  • Experience running model improvement cycles: dataset curation, labeling/QA, offline experimentation, and deploying changes with measurable impact on benchmarks.
  • Ability to define metrics, build measurement pipelines, and drive engineering/product decisions from data.
  • Comfort working across the stack: debugging model/tooling failures, instrumenting services, and partnering with frontend/product on UX patterns that improve safety and trust.
  • High degree of self-motivation and willingness to jump into unfamiliar areas to solve problems.

Nice-to-Haves

  • Experience with fine-tuning, preference optimization, distillation, or prompt/compiler-style techniques for improving tool-use reliability.
  • Experience creating domain-specific benchmarks and adversarial suites (e.g., “known-bad” scenarios) for high-stakes applications.
  • Deep experience with trading across asset classes, margin types, etc.
  • Experience with Rust and performance-sensitive services.
  • Experience designing incident response and SLOs for ML/AI systems.

Compensation

  • Base Salary Range: $200,000 - $350,000 (does not include bonuses or equity).
  • Competitive compensation packages, company equity, 401k matching, gender neutral parental leave, and full medical, dental and vision insurance.

Skills

RustTypeScriptLLM APIsModel ServingEvaluation FrameworksBenchmark SuitesFine-TuningPreference OptimizationPrompt EngineeringPythonTesting MethodologySystem Design

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