Scaled Operations & Escalations 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. Rippling is based in San Francisco, CA, has raised $1.4B+ from 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 and 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. We are prioritizing candidates based in CST and EST time zones. 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 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, coordinating dozens of moving pieces across multiple departments (Legal, Finance, Product) simultaneously without losing momentum. Collaborative Communicator: Exceptional ability to drive strong, transparent communications. You know how to keep Account Managers and stakeholders “in the loop” while managing the heavy lifting of a resolution. De‑escalation Expertise: Exceptional ability to navigate sensitive client conversations with poise, maintaining a firm commercial stance while ensuring the customer feels heard and supported. Technical Savvy: Comfortable navigating complex billing systems and CRM (SFDC) reporting to identify data‑driven solutions and trends. 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, 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. To request a reasonable accommodation, please email View email address on click.appcast.io. Rippling highly values having employees working in‑office to foster a collaborative work environment and company culture. For office‑based employees (employees who live within a defined radius of a Rippling office), Rippling considers working in the office, at least three days a week under current policy, to be an essential function of the employee’s role. Compensation Pay range for this role: US Tier 1: 90,000 – 140,000 USD per year US Tier 2: 80,000 – 126,000 USD per year US Tier 3: 75,000 – 119,000 USD per year This role will receive a competitive salary + benefits + equity. The salary for US‑based employees will be aligned with one of the ranges above based on location, with final offers determined by professional background, experience, and location. #J-18808-Ljbffr Rippling