Senior Staff Software Engineer - AI-Native Systems Lead

Jobtailor; California (MO); On-site; USD 180,000 - 240,000; Full time

Job summary

Jobtailor seeks a Senior Staff Engineer to own and lead multi-team engineering projects across product lines. You will architect AI-native systems, build scalable experiences, and mentor engineers to raise standards.

You’ll collaborate with AI, Legal, and GTM teams to ship secure customer-facing solutions across web, desktop, mobile, embedded experiences, and APIs using React, TypeScript, Python, and Postgres.

Qualifications

• 10+ years of experience post-BS/MS in a product-focused software engineering role, operating at Staff level or above.
• Depth in full stack, backend, or agents/AI, with sufficient range outside the primary area.
• Experience building scalable, extensible systems supporting multiple product lines.
• Track record of shipping intuitive products in fast-growing SaaS.
• Strong attention to detail.
• Experience with React, TypeScript, CSS, TailwindCSS, Python, or related technologies.
• For agents/AI: proficiency in Python and hands-on experience building and shipping agentic systems, including agent harnesses/loops, tool use, memory, and evals.
• Experience using AI coding tools such as Claude Code, Cursor, Codex, or similar.
• History of influencing and aligning engineers and leaders outside the direct scope.
• Strong programming skills and general Computer Science knowledge.
• Experience working at early-stage startups is a plus.

Responsibilities

• Own and lead engineering projects spanning multiple Product Engineering teams and product lines.
• Collaborate with AI, Legal, and GTM teams to build secure customer-facing systems.
• Build Harvey across web, desktop, mobile, embedded experiences in Google Docs, MS Word, Outlook, and Slack, and APIs.
• Lead high-priority, multi-team projects and define technical bets for upcoming quarters.
• Identify business-critical problems, prioritize ruthlessly, and make major tradeoff decisions.
• Build AI-platform and AI-native capabilities, including agent harnesses, custom agents and workflows, tool calling, retrieval, memory and context management, personalization and tone, thread experiences, and evals.
• Develop retrieval over petabyte-scale document corpora, ingestion systems growing 10x every six months, data collection across 50+ jurisdictions, and government-level security systems.
• Ship across the stack using React, TypeScript, Python, and Postgres.
• Architect intuitive UX and robust APIs for streaming results, long-running processes, and complex tool-calling workflows.
• Mentor senior and staff engineers and raise engineering standards across the organization.

Skills

Full Stack Development

AI-Native System Building

React Development

Python Proficiency

Mentoring Engineering Teams

Education

BS/MS in Computer Science or related field

Tools

Claude Code

Cursor

Codex

Job description

Jobtailor seeks a Senior Staff Engineer to own and lead multi-team engineering projects across product lines. You will architect AI-native systems, build scalable experiences, and mentor engineers to raise standards.

You’ll collaborate with AI, Legal, and GTM teams to ship secure customer-facing solutions across web, desktop, mobile, embedded experiences, and APIs using React, TypeScript, Python, and Postgres.