Sr. Member of Technical Staff

The role

You will build AI-native products that help clients with complex risk needs. The work includes shipping agents that parse policy documents, automate email workflows, and handle client work end to end.

What you will do

• Design and ship AI-powered workflows using LLMs and the internal agent platform
• Own the full lifecycle: prototype, production deployment and ongoing improvement
• Build systems, APIs and abstractions that other risk advisors can build on
• Identify problems and ship solutions quickly, then iterate based on measured impact
• Architect agentic systems for multi-step reasoning, structured extraction and multi-agent coordination
• Build evaluation frameworks to measure agent quality and catch regressions
• Craft APIs used by UIs you design and by AI agents you build
• Solve AI problems including task decomposition, tool use, memory, error recovery and human-in-the-loop patterns

Required qualifications

• 4+ years of experience building software in production environments
• Hands-on experience applying LLMs to real-world problems
• 2+ years at the same company in a prior role, with demonstrated promotions and recognition
• Experience building AI-powered solutions that real users depend on
• Understanding of prompt engineering and making AI reliable in production
• Strong software engineering fundamentals: clean code, sensible system design, consistent shipping
• High EQ and strong communication skills to work with non-technical teams

Benefits

• Competitive compensation that includes equity
• Medical, dental, vision, life and disability benefit plans
• Pre-tax accounts: FSA, HSAs, dependent care FSAs, commuter savings
• 401(k) through Human Interest
• Flexible time off, sick leave, family and medical leave, major national holidays
• A curated in-office employee experience

Before you apply

• The posting says the company is open to a wide range of levels for this role

About the company

WithCoverage replaces the traditional insurance brokerage with AI-supported risk management. It serves high-growth consumer, hospitality, manufacturing and defense clients and has raised over $43M from investors including Sequoia, 8VC, Khosla Ventures and Crystal Venture Partners.