About Rippling Rippling gives businesses one place to run HR, IT, and Finance. It brings together all of the workforce systems that are normally scattered across a company, like payroll, expenses, benefits, and computers. Backed by Kleiner Perkins, Lightspeed and Sequoia.
About the role
At Rippling, we’re building an autonomous operating system for work—and Support is one of the clearest places where AI can make work dramatically better. Found on 1752vc Careers, the job board for startup and VC roles.
What they're looking for
- 8+ years of software engineering experience, with a strong track record of Staff-level technical leadership and org-wide impact
- Experience leading complex, multi-engineer or cross-functional initiatives where success required influence rather than direct ownership
- Strong systems thinking: you can reason from frontline operational symptoms to root-cause product, platform, or workflow changes
- Practical AI/LLM fluency, including strong intuition for context windows, retrieval, tool use, skills, harnesses, evaluations, and the tradeoffs involved in building reliable AI workflows
- Strong product judgment and customer empathy, especially in environments where your work materially improved the day-to-day experience of operators, customers, or internal teams
- Comfort operating in ambiguous, fast-moving environments where the roadmap evolves as the technology, product, and user needs evolve
More about this role
At Rippling, we’re building an autonomous operating system for work—and Support is one of the clearest places where AI can make work dramatically better.
You’ll be joining Rippling AI as a Staff Software Engineer focused on Agent Assist, the AI-powered product area that helps support reps answer customer questions faster, more accurately, and with more confidence. This is a high-ownership, lead-shaped role for someone who can operate across AI, product, systems, and operations: identifying real Support and Support Operations pain points, turning them into product and platform opportunities, and shipping improvements that compound across Rippling AI.
This is not a narrow infrastructure role, and it is not a pure product engineering role. The right person will be deeply hands-on technically while also staying close to operators and customer-facing workflows. You’ll build a tight loop with Support and Support Ops: understand where reps struggle, form hypotheses, ship quickly, measure impact, and generalize the most successful patterns back into durable AI platform capabilities.
You’ll be expected to lead through influence, set technical direction for multiple engineers, and drive...
Browse similar: Startup jobs · San Francisco Bay Area