Manager, PEO Benefits Strategy & Operations

Job Summary

Rippling PEO co-employs tens of thousands of worksite employees, and many of our clients join Ripling PEO for its top-notch benefits offerings. This role is centered around two of PEO's highest-visibility operational programs: the annual benefits renewal and the mid-year risk management motion.

About the Role

This is a people leader and project management role. You'll lead the end-to-end program management of our PEO Benefits Renewal, working cross-functionally with our product and customer-facing teams to define workstreams, set milestones, manage cross-functional accountability, surface risks proactively, and ensure on-time delivery. You'll also lead, coach, and develop a team of Benefits Operations Specialists, facilitate operational rhythms, and partner with our Product, Engineering, and Legal teams to improve systems and resolve issues.

Responsibilities

• Lead the end-to-end program management of our PEO Benefits Renewal
• Lead, coach, and develop a team of Benefits Operations Specialists
• Lead the mid-year risk management motion
• Develop, document, and scale PEO Benefits processes and cross-functional workflows
• Facilitate operational rhythms: program reviews, executive readouts, retrospectives, and milestone tracking
• Work directly with all Rippling PEO brokers, benefits partners, and key PEO partners
• Partner with our Product, Engineering, and Legal teams to improve systems and resolve issues
• Use data to drive fact-based decision-making to optimize our PEO benefits offering and plan performance
• Autonomously execute special projects related to PEO benefits and managing our book of PEO customers
• Serve as a Rippling PEO benefits expert to support internal and external teams

Requirements

• A minimum of 7+ years operational experience in a fast-paced Tech, Fintech, and/or Insur-tech company
• 2+ years of people leadership experience, including direct management of high-performing individual contributors with a track record of coaching, developing talent, and driving accountability
• Demonstrated experience leading large, cross-functional programs with multiple concurrent workstreams; a strong project management track record with an ability to drive accountability across teams you don't directly manage
• Strong analytical skills; proven ability to manipulate and interpret data to produce insights and recommendations across large/diverse datasets; a data-forward approach to all decision-making
• A resourceful self-starter with excellent organizational and time management skills; comfortable managing many concurrent workstreams and context-switching fluidly under pressure
• Ability to execute with conviction and good judgment with limited guidance; thrives in ambiguity and adapts quickly
• Exceptional written and verbal communication skills; ability to easily distill complex topics into concise points and a specific ability to communicate program status, risks, and complex trade-offs clearly and concisely to senior leadership
• A collaborative, cross-functional mindset and a proven ability to influence and motivate teams across organizational boundaries without direct authority
• Strong alignment with our leadership principles: in particular Go and See, and Are Right, a Lot

Qualifications

• Minimum of 7+ years operational experience in a fast-paced Tech, Fintech, and/or Insur-tech company
• 2+ years of people leadership experience, including direct management of high-performing individual contributors with a track record of coaching, developing talent, and driving accountability
• Demonstrated experience leading large, cross-functional programs with multiple concurrent workstreams; a strong project management track record with an ability to drive accountability across teams you don't directly manage
• Strong analytical skills; proven ability to manipulate and interpret data to produce insights and recommendations across large/diverse datasets; a data-forward approach to all decision-making
• A resourceful self-starter with excellent organizational and time management skills; comfortable managing many concurrent workstreams and context-switching fluidly under pressure
• Ability to execute with conviction and good judgment with limited guidance; thrives in ambiguity and adapts quickly
• Exceptional written and verbal communication skills; ability to easily distill complex topics into concise points and a specific ability to communicate program status, risks, and complex trade-offs clearly and concisely to senior leadership
• A collaborative, cross-functional mindset and a proven ability to influence and motivate teams across organizational boundaries without direct authority
• Strong alignment with our leadership principles: in particular Go and See, and Are Right, a Lot

Benefits

• Competitive salary + benefits + equity
• Flexible work arrangements, including remote work options
• Health, dental, vision, and wellness benefits
• Retirement savings plans
• Professional development opportunities
• Employee recognition programs

Pay

The pay range for this role is:

• 108,000 - 180,000 USD per year (US Tier 1)
• 97,200 - 162,000 USD per year (US Tier 2)
• 91,800 - 153,000 USD per year (US Tier 3)

Schedule

This role is hybrid, allowing for both in-office and remote work. Employees who live within a defined radius of a Rippling office are expected to work at least three days a week in-office.

G&A

San Francisco, CA
New York, NY