Senior Staff Software Engineer - Benefits

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. For the first time ever, you can manage and automate every part of the employee lifecycle in a single system. Take onboarding, for example. With Rippling, you can hire a new employee anywhere in the world and set up their payroll, corporate card, computer, benefits, and even third-party apps like Slack and Microsoft 365—all within 90 seconds. Based in San Francisco, CA, Rippling has raised $1.4B+ from the world’s top investors—including Kleiner Perkins, Founders Fund, Sequoia, Greenoaks, and Bedrock—and was named one of America's best startup employers by Forbes. We prioritize candidate safety. Please be aware that all official communication will only be sent from @ Rippling.com addresses. About the role Come help us reinvent one of the largest, most important industries in the world: global employee benefits. Every year, companies and their people spend over $5 trillion on benefits—from healthcare to retirement savings to life insurance. These products shape some of the most critical decisions in a family’s life. And yet, despite their importance, the experience today is outdated, fragmented, and unnecessarily expensive. At Rippling, we’re building the first-ever modern, multi-sided Global Benefits Marketplace —a platform that brings together brokers, employers, and employees, making benefits discovery, purchase, and usage effortless and transparent. Our benefits vertical spans: Benefits Platform – the core engine powering eligibility, recommendations, payments, and configuration. Benefits Marketplace – already 100+ partners strong and growing. Rippling-native Products – beautifully built, deeply integrated offerings that set a new standard for experience. If you want to work on a truly global, high-impact problem and architect a product used by millions, this is it. What you will do Architect the future: Design a configurable platform that can onboard entirely new benefit types without writing new code—own schemas, validation, pricing logic, and self-serve configuration. Think global, build global: Define a unified data model and lead complex migrations (shadowing, dual-writes, safe rollbacks) to deliver a seamless worldwide experience. Make customer impact real: Prioritize work that drives adoption, win-rates, and retention—closing feature and integration gaps for SMBs and enterprises alike. Supercharge brokers & admins: Build dashboards, alerts, and insights that surface under-used benefits and drive real engagement. Be the connector: Align infra, security, compliance, and product stakeholders; communicate tradeoffs clearly; and keep programs on track from kickoff to delivery. Innovate & lead: Own architectural decisions, drive full product lifecycle delivery, and set the standard for technical excellence. Collaborate & execute: Partner across teams, bring customer feedback into the roadmap, and ship with urgency and impact. Mentor & inspire: Uplift teammates, guide junior engineers, and foster a culture of curiosity, craftsmanship, and bold thinking. What you will need Deep experience: 10+ years of professional software engineering, with a track record of building large-scale, high-impact platforms. Technical mastery: Expertise in distributed systems and services, ideally using Python, Golang, or Java. Cloud fluency (bonus): Experience building on AWS or similar cloud platforms. Ownership mindset: You don’t just write code—you own the problem, the product, and the customer outcome. Customer obsession: A passion for product-focused engineering and for solving real, meaningful problems for people. Additional Information 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,