Senior, Staff AI Model Engineer

🕒 July 9

🇺🇸 United States – Remote

💵 $200k - $350k / year

⏰ Full Time

🟠 Senior

🤖 AI Engineer

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Clear Street

WebsiteLinkedInAll Job Openings

201 - 500 employees

💼 Consulting

📦 Logistics

💸 Finance

Consulting • Logistics • Finance

Clear Street is building financial infrastructure for today's institutions. Clients of all sizes use our clearing, custody, execution, and prime brokerage platform to operate their businesses. The financial industry still relies on outdated technology developed in the 1970s. Clear Street started from scratch by building a completely cloud-native, clearing and custody system designed for today’s complex, global market. Our mission is to build a modern, single source-of-truth platform capable of handling every asset class, in every country, and in any currency.

📋 Description

• You will own the reliability and quality bar for an AI copilot embedded in an trading platform used by sophisticated investors • You will 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) • You will develop and maintain benchmarks: curated “golden sets,” scenario suites, stress/adversarial cases, and continuously refreshed market/regime-based test corpora • You will build automated quality gates and regression workflows that block releases when key metrics degrade • You will partner with engineering and product to define safe tool/action contracts (deterministic previews, confirmations, auditability) and ensure predictable assistant behavior • You will 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 • You will design and operate monitoring + incident response for AI: telemetry, alerting, RCA, and “fix-forward” processes • You will 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 Eight (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

🏖️ Benefits

• Competitive compensation packages • Company equity • 401k matching • Gender neutral parental leave • Full medical, dental and vision insurance • Lunch stipends • Fully stocked kitchens • Happy hours • Great location • Amazing views