Senior AI Model Engineer – Trading Platform Copilot

Clear Street; United States; Remote; USD 200,000 - 350,000; Full time

Benefits offered by this job

Company equity

401k matching

Gender neutral parental leave

Medical, dental and vision insurance

Lunch stipends

Fully stocked kitchens

Happy hours

Great location

Job summary

Clear Street is modernizing the brokerage ecosystem. The AI copilot role focuses on reliability and quality for a cloud-based trading platform used by sophisticated investors.

You will design evaluation systems, benchmarks, and automated gates; collaborate with engineering and product to ensure safe, auditable, deterministic previews.

This role requires deep trading knowledge and a track record of building scalable ML/AI systems; we value self-motivation and cross-functional skills.

Qualifications

• Eight years of production software experience; proficiency in any language.
• Strong CS fundamentals, testing methodologies, 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.

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: 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 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 clearly to users.

Skills

Evaluation frameworks

Benchmark suites

Model evaluation

Data labeling

Metrics & measurements

Cross-functional collaboration

Product/UX collaboration

Python/CS fundamentals

Tools

Rust

Job description

Clear Street is modernizing the brokerage ecosystem. The AI copilot role focuses on reliability and quality for a cloud-based trading platform used by sophisticated investors.

You will design evaluation systems, benchmarks, and automated gates; collaborate with engineering and product to ensure safe, auditable, deterministic previews.

This role requires deep trading knowledge and a track record of building scalable ML/AI systems; we value self-motivation and cross-functional skills.