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Rippling is building an integrated platform for HR, IT, and Finance that unifies workforce systems—payroll, expenses, benefits, computers, and third-party apps—into a single system. The Financial Product team owns critical financial workflows including payroll, payments, reconciliation, compliance, and operational finance.
This role is on the Financial AI Product team, which is applying AI to simplify complex financial workflows while maintaining the deterministic controls and auditability that financial systems require. The goal is production-grade AI that helps customers move faster and with greater confidence—not AI for its own sake.
As a Senior Software Engineer, you will:
- Build AI-powered product capabilities for financial workflows such as onboarding, data ingestion, reconciliation, validation, exception handling, and operational review
- Design systems that combine model-driven reasoning with deterministic financial execution
- Build workflows that trace financial values back to source evidence, surface unresolved gaps, and prevent downstream execution when validation fails
- Create ingestion and normalization systems that handle messy exports, historical records, customer-provided files, and inconsistent provider formats
- Develop evals, testing harnesses, observability, and feedback loops to measure AI quality in workflows where "almost always right" is not acceptable
- Partner with product, design, operations, compliance, and platform teams to identify high-impact AI opportunities and turn them into reliable product capabilities
- Work through ambiguous product areas, prototype quickly, and scale successful solutions into reusable product and platform primitives
- Help set the engineering bar for correctness, auditability, security, reliability, and production safety in AI-enabled and AI-native financial products
Rippling has raised $1.4B+ from top-tier investors including Kleiner Perkins, Founders Fund, Sequoia, Greenoaks, and Bedrock, and was named one of America's best startup employers by Forbes.
Rippling values in-office collaboration and requires office-based employees (those within a defined radius of a Rippling office) to work in the office at least three days per week.
REQUIREMENTS:
- Strong software engineering fundamentals and experience building production systems at meaningful scale
- Experience designing backend systems, data models, APIs, workflows, or platform infrastructure for complex business domains
- Strong judgment around reliability, correctness, edge cases, and operational risk
- Interest in applied AI, LLMs, agents, evals, retrieval, structured extraction, or AI-assisted workflows
- Ability to reason clearly about where AI should be used, where deterministic systems should take over, and how to build guardrails around model-driven workflows
- Product sense and comfort operating in ambiguous problem spaces where the right answer is not obvious upfront
- Ability to partner with product managers, domain experts, operations teams, and engineers to turn messy real-world workflows into simple, scalable software
- High-ownership mindset: ability to take a problem from vague customer pain through architecture, implementation, rollout, measurement, and iteration
