Scaled Operations & Success Specialist

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 This role is the primary driver for ensuring our Scaled customer segment achieves a seamless, high-value experience on Rippling. You are the strategic lead for navigating complex account milestones and specialized technical scenarios. As a Success Operator, you act as a cross-functional project manager to resolve friction points and ensure every account is positioned for a frictionless renewal. How you’ll spend your time: 80% Targeted Solutioning & Resolution: You will lead the charge on high-priority cases, acting as a project manager to align internal teams and deliver rapid, comprehensive solutions. You’ll navigate complex scenarios to ensure the customer’s partnership with Rippling remains strong. 20% Proactive Health & Optimization: You will use data-driven insights to identify accounts that need additional guidance before they face hurdles. By identifying these trends, you’ll help refine our internal processes to improve the experience for all Scaled clients. You’ll monitor key health indicators, such as support ticket patterns and product engagement. When you identify an opportunity to optimize an account, you’ll reach out to the customer to resolve potential frustrations and improve their account health long before it reaches a critical point. What you will do Account Health & Specialized Resolution (80% of Role) Lead End-to-End Success Workstreams: Serve as the primary project lead for sensitive account milestones. You will drive the resolution of complex, cross-departmental challenges from discovery to completion. Orchestrate Internal Excellence: Act as the central hub between Support, AM, and Product teams. You demonstrate total ownership in high-stakes situations where swift coordination is essential to a healthy partnership. Direct-to-Customer Success Liaison: Act as the polished, authoritative point of contact for Scaled clients navigating complex billing or product configurations. You build trust by serving as the customer’s dedicated champion and technical navigator inside Rippling. Strategic Communication: Translate technical or financial complexities into clear, actionable narratives for both the client and internal leadership. Proactive Enablement & Insights (20% of Role) Anticipate & Optimize Trends: Conduct strategic account audits to identify early indicators of friction. You will monitor health signals to intervene and improve the customer journey proactively. Empower & Enable for Long-Term Success: Bridge the gap between "technical resolution" and "platform mastery." You will lead targeted sessions to ensure customers are technically confident and fully utilizing the Rippling ecosystem. What you will need Experience: 3+ years in a high-intensity, customer-facing role such as Customer Support, Escalations, or Technical Account Management. The Solution Finder Mindset: You have a passion for deconstructing complex problems and seeing a resolution through to the very end, you thrive on finding the "path to yes. Project Management Prowess: Proven ability to act as a project manager, coordin