Lead Counsel, HR Products, Insurance & Benefits

About the role

Rippling is a company that provides a single platform for managing HR, IT, and Finance. It consolidates various workforce systems such as payroll, expenses, benefits, and computer management into a unified system. One of its notable features is the ability to onboard a new employee globally and set up their payroll, corporate cards, computers, benefits, and even third-party applications like Slack and Microsoft 365 within 90 seconds. Based in San Francisco, CA, Rippling has received significant funding from prominent investors and has been recognized as one of America's best startup employers.

Responsibilities

• Serve as the primary legal advisor for Rippling’s Benefits Administration, Insurance, PEO, and EOR product teams on U.S. and international insurance and benefits regulatory matters, including ERISA, COBRA, and Section 125 cafeteria plan rules.
• Guide Rippling’s insurance licensing program.
• Review and advise on vendor and partnership arrangements involving insurance or benefits products.
• Manage Rippling’s corporate insurance program.
• Partner with our Product, Operations, Business Development, Sales, and Client Services teams to build and manage Rippling’s product counseling function.
• Navigate complex regulatory frameworks in the U.S. and abroad to create scalable and innovative solutions for our products and services.
• Drive the compliance culture at Rippling and embed integrity and compliance in all of our operations as our company grows.
• Advising and assisting with Rippling’s general legal needs as they arise.
• Build and deploy AI-powered tools to automate legal workflows, scale the team's output, and enable self-service resources for Legal's cross-functional partners.

Requirements

You are a self-starter and are excited to learn about new products and new areas of law. You are a strategic thinker and want to build a world-class, highly efficient product counsel function at a rapidly growing company. You have a passion for providing creative, proactive, and pragmatic legal guidance.

Qualifications

• 5+ years of legal experience in a regulated space, with strong preference for experience with ERISA-governed employee benefits, COBRA, and insurance regulatory law.
• 2+ years in an in-house product counseling role.
• Strong interest in and experience advising on legal issues in highly regulated industries.
• Experience leading and advising teams across different global regions.
• A passion for navigating complex regulatory frameworks and finding solutions.
• A law degree (e.g., JD or equivalent).
• An entrepreneurial mindset, solution-oriented ethos, and readiness to roll up your sleeves.
• Comfort experimenting with and building on top of AI tools.
• Strong project management and organizational skills.
• Excellent drafting and written and verbal communication skills with the ability to break down complex legal jargon into easy-to-understand and practical advice.
• Strong analytical and problem-solving skills.
• A sense of humor.

Skills

• Strategic thinking and problem-solving.
• Ability to navigate complex regulatory frameworks.
• Proactive and pragmatic legal guidance.
• Experience in ERISA-governed employee benefits, COBRA, and insurance regulatory law.
• Experience in in-house product counseling roles.
• Experience leading and advising teams across different global regions.
• Experience with AI-powered tools and automation.

Benefits

We are committed to providing reasonable accommodations for candidates with disabilities who need assistance during the hiring process. To request a reasonable accommodation, please email accommodations@rippling.com.

Pay

The salary for US-based employees will be aligned with one of the ranges below based on location; see which tier applies to your location here. A variety of factors are considered when determining someone’s compensation–including a candidate’s professional background, experience, and location. Final offer amounts may vary from the amounts listed below. The pay range for this role is: 177,000 - 295,000 USD per year(US)

Schedule

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.