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About the Role

Rippling AI empowers businesses with HR, IT, Finance, and Payroll management by generating real queries against live data and taking action. This role focuses on making it easy for product teams to teach the AI new capabilities and scale them to customers of all sizes, owning the platform layer that powers the AI Assistant.

Responsibilities

• Own the AI Platform roadmap, including the skills framework, routing, tool orchestration, and the reasoning loop that powers multi-step agent tasks.
• Make it trivially easy for any product team to ship AI capabilities — from read-only queries to write actions that stage payroll runs, grant system access, or reassign employees, all with proper permissions and approval flows.
• Drive model selection strategy across providers, deciding when to use which model, at what cost, for what quality bar.
• Define the evaluation and improvement strategy — how we measure agent quality at scale, catch regressions, and continuously improve with real usage data.
• Partner with 10+ product teams (HR, Payroll, IT, Benefits, Finance) to onboard their domains onto the platform and make self-serve adoption easy.
• Shape the long-term vision for autonomous, long-running agents that do meaningful work on behalf of customers beyond the chat interface.

Requirements

• 8+ years in product management, with at least 2 years shipping LLM-powered or conversational AI products to production at scale.
• Deep technical fluency in LLM systems — can evaluate RAG architectures, prompt engineering approaches, fine-tuning tradeoffs, model benchmarking, and reinforcement learning strategies.
• Strong opinions on cost, latency, and quality tradeoffs in AI systems — you've managed the economics of inference at scale.
• B2B SaaS experience — you understand enterprise buyers, compliance requirements, and the gap between a demo and a product that ships to thousands of companies.
• Track record of building platforms or tooling that other teams actually adopt — you know how to design good abstractions and reduce onboarding friction.
• Bias towards action — you roll up your sleeves, write prompts, review eval results, debug traces.
• Strong alignment with Rippling's leadership principles, particularly "Push the limits of possible" and "Go and see".

Skills

• LLM systems
• RAG architectures
• Prompt engineering
• Fine-tuning
• Model benchmarking
• Reinforcement learning
• AI systems economics
• Platform building
• Tooling adoption
• B2B SaaS
• Enterprise buyers
• Compliance requirements

Work Type

• Office-based (at least three days a week)

Experience Level

• 8+ years in product management
• 2+ years shipping LLM-powered or conversational AI products to production at scale

Salary/Compensations

• Competitive salary + benefits + equity

Benefits

• Competitive salary + benefits + equity

About the Company

• Rippling AI helps businesses manage HR, IT, Finance, and Payroll.
• Rippling highly values having employees working in-office to foster a collaborative work environment and company culture.

Equal Opportunity

• Rippling is an equal opportunity employer.
• We are committed to building a diverse and inclusive workforce and do not discriminate based on race, religion, color, national origin, ancestry, physical disability, mental disability, medical condition, genetic information, marital status, sex, gender, gender identity, gender expression, age, sexual orientation, veteran or military status, or any other legally protected characteristics.
• Rippling is committed to providing reasonable accommodations for candidates with disabilities who need assistance during the hiring process.