Senior Benefits Analyst
Root Insurance
CURRENT ROOT EMPLOYEES - Please apply using the career page in Workday. This career site is for external applicants only.
The Opportunity
We are looking for a strategic and experienced Senior Benefits Analyst to provide expert support across our benefits offerings and employee population. This role demands a high level of precision, accountability, and strategic thinking to maintain and enhance our total rewards programs, supporting Root’s commitment to attracting and retaining top talent.
Root is a “work where it works best” company. Meaning we will support you working in whatever location that works best for you across the US. We will continue to have our headquarters in Columbus and offices in other locations to give more flexibility and more choice about how we live and work.
Salary Range: $100,480 - $120,000 (LTI Eligible)
How You Will Make an Impact
Benefits Administration and Strategy: Administer and support company benefits programs (i.e., healthcare, wellness, voluntary benefits). Collaborate with leadership to evaluate and enhance benefits offerings to ensure competitiveness while balancing cost considerations.
Funding Expert: Determine and administer the best path (fully insured or self-funded) for Root medical insurance plans. If it is recommended to move to self-funding, serve as the in-house expert on medical insurance self-funding, by ensuring partner teams (finance, accounting) are educated, risks are mitigated, and ongoing operations are established to administer benefits.
401(k) Operations and Administration: Manage day-to-day administration of the 401(k) plan, ensuring accurate contributions, compliance with all regulatory requirements, and annual 5500 audit support. Collaborate with external vendors and internal partners to optimize the 401(k) program.
Leave Management: Oversee company-wide leave programs (including FMLA, disability, and other statutory leaves) ensuring consistent application, compliance, and employee satisfaction. Proactively address any issues and continuously improve the process to support employee well-being.
Payroll Support: Assist our payroll department with bi-weekly payroll processing as it relates to withholdings associated with benefits.
Ad Hoc Projects and Strategic Support: Take ownership of various ad hoc projects within the total rewards space as needed, providing strategic insights and solutions for new initiatives, unforeseen challenges, or evolving business needs. Ensure flexibility and adaptability in addressing dynamic priorities and supporting cross-functional teams.
Perform other duties as assigned.
What You Will Need to Succeed
6+ years of experience in benefits administration
3+ years experience with insurance self-funding, with a strong desire to have previously led a transition from fully insured to self-funded.
Strong analytical skills, with the ability to interpret data, identify trends, and make strategic recommendations.
Expertise in benefits strategy, 401(k) administration, and other benefits-related tasks.
Excellent communication and collaboration skills, with a focus on partnership across HR and other business units.
Ability to work independently with a high level of accountability, while also contributing to team goals.
Don’t meet every single requirement?
Studies have shown that women and people of color are less likely to apply to jobs unless they meet every single qualification. At Root, Inc., we are dedicated to building a diverse and inclusive workplace, so if you’re excited about this role but your past experience doesn’t align perfectly with every qualification in the job description, we encourage you to apply anyway!
Join us
At Root, we judge people based on the merit of their work, not who they are. If you are passionate about what this role entails and solving real problems, we encourage you to apply. We want to learn about you and what you can add to our team.
Who we are
We’re harnessing the power of technology to revolutionize insurance. Using machine learning and mobile telematic platforms, we’ve built one of the most innovative FinTech companies in the world. And we’re just getting started.
What draws people to Root
Our success is in large part due to our unwavering standards in hiring. We recognize that our products are only as good as the people building and promoting them. We want individuals who find solutions by going through the cycle of ideation to implementation with curiosity, rigor, and an analytical lens. Ask anyone who works here and you’ll hear similar reasons for why they joined:
Autonomy—for assertive self-starters, the opportunities to contribute are limitless.
Impact—by challenging the way it’s always been done, we solve problems that have a big impact on our business.
Collaboration—we encourage rich discussion and civil debate at every turn.
People—we are inspired by the collection of crazy-smart people around us.
