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Customer Support Specialist, Insurance

Full Time


About Rippling

Rippling is the first way for businesses to manage all of their HR & IT—payroll, benefits, computers, apps, and more—in one unified workforce platform.
By connecting every workforce system to a single source of truth for employee data, businesses can automate all of the manual work they normally need to do to make employee changes. Take onboarding, for example. With Rippling, you can just click a button and set up a new employees' payroll, health insurance, work computer, and third-party apps—like Slack, Zoom, and Office 365—all within 90 seconds.
Based in San Francisco, CA, Rippling has raised $450M from the world’s top investors—including Kleiner Perkins, Founders Fund, and Sequoia—and was named one of America's best startup employers by Forbes (#12 out of 500).

About The Role

We are building a world-class Insurance (Benefits) Support team – committed to helping customers realize the full potential of Rippling. Team members focus on getting our customers back on course when challenges arise and contribute to internal discussions around product enhancements. 

If you are the type of person to look at a flight of 10,000 stairs, pause, get a bit excited, and then seize the moment – you have what it takes!

What You'll Do: 

  • Take charge of insurance (benefit) issues for customers from start to finish – while working in a dynamic and fast-paced environment

  • Leverage chat functionality to help our customers optimize Rippling to administer group health and welfare plans, including, but not limited to, Health, Life, Dental, Vision, Health Savings Accounts, Flexible Spending Accounts, Leaves Administration, Disability Insurance, and Commuter Benefits. Ensures benefit plans are within the guidelines of Section 125, COBRA, HIPAA, FMLA, and any city, state, and federal laws

  • Reviews and resolves issues by utilizing plan documents and business rules 

  • Communicates with vendors and clients in regards to policies, benefit eligibility, claims, and employee rights and responsibilities 

  • Analyzes and audits cases to ensure accuracy and timely delivery of HR, Benefits, and Leave products and services

  • Build mental muscle and become a product expert – you'll be a go-to resource for both customers and coworkers 

  • Interact with cross-functional teams to identify areas where we can better serve our customer base through automation or added features


Required Qualifications 

  • Bachelor's degree in any discipline with strong academic performance 
  • Ability to work 8-5 PST and/or 8:30-5:30 MST
  • 3+ years of work experience in a customer/client-facing role
  • 2+ years experience in HR and/or benefits administration
  • Great at problem-solving with a keen eye for details

  • Impeccably organized and able to improve processes

  • Stellar written and verbal communication skills

  • Flexibility with changing job duties and responsibilities

  • Excellent at time management and prioritizing tasks

  • Experience with SalesForce, Zendesk, Jira, or related tools

Nice to have:

  • Understanding of payroll or IT functions

  • Bachelor's degree in human resources or related field of study

  • Extensive knowledge of employee benefits and applicable laws

  • SHRM Certified Professional (SHRM-CP) certification credentials, Certified Employee Benefits Specialist (CEBS) certification credentials, or other relevant industry certification



If you don’t meet all of the requirements listed here, we still encourage you to apply. No job description is perfect, and we might find an even more suitable opportunity that matches your skills and experience.

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 accommodations[at]


We are committed both to the health of our employees and to promoting a safe and collaborative workplace, and vaccinations are the best way to end the COVID-19 pandemic and to protect our community. In the U.S., where permitted under federal and state law, all offers of employment will be conditioned upon new hires providing proof of vaccination prior to their start date, unless the individual qualifies for an accommodation. For all other locations, vaccinations are strongly encouraged.

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