Senior / Staff AI Model Engineer

3 weeks, 5 days ago
Full-time
Lead
Software Development
Clear Street

Clear Street

Clear Street is a financial technology and brokerage company based in New York, founded in 2018. It modernizes capital markets infrastructure with a cloud-native, end-to-end prime brokerage platform designed for sophisticated investors and institutions. The company aims to provide access to every asset in every market through a unified platform that emphasizes speed, transparency, and scalability. Clear Street operates without legacy systems, offering efficient access to clearing, settlement, custody, and financing services. It processes over $10–$15 billion in daily trading volume and clears about 2.5% of the U.S. equity market. The company has grown to approximately 501–1,000 employees across five global offices, including locations in Chicago and London. Its services include a proprietary prime brokerage platform, support for U.S. equities and options, and a trading app launched in 2026 for sophisticated individual investors. Clear Street serves a diverse clientele, including hedge funds, family offices, and professional traders, while expanding access to individual investors.

financial services
501-1000
Founded 2018

Description

  • Own the reliability and quality standards for the AI copilot.
  • Design evaluation systems measuring correctness, safety, latency, and regression risk across market analysis, portfolio reasoning, risk, and trading workflows.
  • Develop and maintain golden sets, scenario suites, adversarial tests, stress cases, and market-regime test corpora.
  • Build automated quality gates and regression workflows that prevent releases when key metrics decline.
  • Define safe tool and action contracts with deterministic previews, confirmations, and auditability.
  • Run model improvement cycles involving data collection, labeling, error analysis, prompt and tooling changes, and appropriate model optimization.
  • Design AI monitoring and incident response processes, including telemetry, alerting, root-cause analysis, and fix-forward workflows.
  • Develop expertise in trading concepts such as margin, shorting, portfolio margin, risk, and execution, and communicate them accurately to users.

Requirements

  • 8+ years of experience shipping production software and strong proficiency in at least one programming language.
  • Strong knowledge of computer science fundamentals, testing methodologies, and systems design.
  • Experience building evaluation frameworks, test harnesses, and benchmark suites for complex systems such as LLMs, agents, search, retrieval, ranking, or recommenders.
  • Experience with dataset curation, labeling and quality assurance, offline experimentation, and deploying measurable model improvements.
  • Ability to define metrics, build measurement pipelines, and use data to guide engineering and product decisions.
  • Comfort working across the stack, including debugging model and tooling failures, instrumenting services, and partnering on safe, trustworthy UX.
  • Highly self-motivated and willing to work in unfamiliar technical and domain areas.
  • Experience with fine-tuning, preference optimization, distillation, or prompt/compiler techniques for tool-use reliability (preferred).
  • Experience creating domain-specific benchmarks and adversarial test suites for high-stakes applications (preferred).
  • Trading expertise, Rust and performance-sensitive service experience, or experience with AI incident response and SLOs (preferred).

Benefits

  • Base salary range of $200,000–$500,000, excluding bonuses and equity.
  • Company equity and 401(k) matching.
  • Gender-neutral parental leave.
  • Full medical, dental, and vision insurance.
  • In-office lunch stipends, stocked kitchens, and happy hours.
  • Remote work opportunity indicated by the #LI-Remote designation.

Interested in this position?

Apply directly on the company website

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