Senior Manager, Benefits

Who we are

At CarGurus (NASDAQ: CARG), our mission is to give people the power to reach their destination. We started as a small team of developers determined to bring trust and transparency to car shopping. Since then, our history of innovation and go-to-market acceleration has driven industry-leading growth. In fact, we're the largest and fastest-growing automotive marketplace, and we've been profitable for over 15 years.

What we do

The market is evolving, and we are too, moving the entire automotive journey online and guiding our customers through every step. That includes everything from the sale of an old car to the financing, purchase, and delivery of a new one. Today, tens of millions of consumers visit CarGurus.com each month, and ~30,000 dealerships use our products. But they're not the only ones who love CarGurus-our employees do, too. We have a people-first culture that fosters kindness, collaboration, and innovation, and empowers our Gurus with tools to fuel their career growth. Disrupting a trillion-dollar industry requires fresh and diverse perspectives. Come join us for the ride!

Role overview

We are seeking a Senior Manager, Benefits who will lead CarGurus' Benefits function by overseeing all aspects of employee benefits programs and perks with a focus on providing an amazing experience for CarGurus' employees. Reporting to the Senior Director, Total Rewards, you will be responsible for designing, implementing, and managing comprehensive benefits packages to attract and retain top talent while ensuring compliance with relevant regulations. The Senior Manager, Benefits will collaborate closely with HR and finance teams as well as external vendors to optimize benefits offerings and provide excellent service to employees.

What You'll Do:

• Design, develop, implement and manage employee benefits programs and initiatives, including medical, dental, vision, commuter, tuition, wellness, FSA, HSA, STD, LTD, Life & AD&D, 401(k) and other perks for all locations including US, Canada, UK and Ireland.

• Research industry trends and benchmark benefits offerings regularly. Use data-driven recommendations for plan design and cost structure changes to maintain competitiveness in the market.

• Conduct budgeting and financial analysis of employee benefits programs. Monitor high cost claims and address problem claim areas.  Ensure adequate estimates, forecasts, and calculations of expenditures in benefits for budget planning and tracking.

• Partner with external brokers and carriers to manage relationships, negotiate renewals with benefits providers, negotiate contracts, and monitor service levels to ensure cost-effectiveness and quality.

• Analyze employee enrollment, utilization, needs and preferences through surveys and feedback mechanisms to tailor benefits packages accordingly.

• Remain current on benefits best practices, trends, and changing legal landscape to assess potential impact/risk to the business and recommend solutions to address compliance and mitigate risk.

• Manage open enrollment and program renewals, including partnering with HRIS to ensure data accuracy of file feeds, and with internal communications for event planning and communication strategy (wellness/benefits fair, flu shot clinic, fitness classes).

• Collect and audit data for compliance reporting/testing across the benefit function including but not limited to; 5500 Health & Welfare & 401k, 401k Audit, SAR Distribution & True-up, Non Discrimination Testing - HSA/FSA & 401k, HIRD & CMS Disclosure, Medicare Part D Disclosure and ACA Reporting

• Ensure compliance with all regulatory filings and reporting requirements.  Process administrative forms, reports and audits accurately, timely, and in compliance with relevant local, state, federal, and provincial regulations.

• Handle employee inquiries and provide guidance on benefits-related matters, serving as an escalation point and subject matter expert.  Educate and mentor HR team members to guide them in their communications with employees regarding benefits and perks.

• Develop and deliver employee communications regarding benefits programs and manage tools for employees to be well informed of their benefits.

• Oversee the administration of leave and ADA programs and collaborate with the Chief People Officer and Legal team on escalations and special circumstances.

• Partner with HRIS, Payroll, People Operations and vendors to manage all systems and technology supporting benefits programs and perks. 

What You'll Bring:

• 8+ years of benefits experience with responsibility for the entire function including team leadership, program design, administration, and compliance.

• Experience with domestic and international benefits administration.

• Knowledge and familiarity with market and trends.

• Proficiency in HRIS systems with Workday experience preferred.

• In-depth knowledge of local, state and federal employee benefits regulations, such as ERISA, ACA, HIPAA, and COBRA.

• Strong analytical skills, with the ability to interpret data and make data-driven recommendations.

• Excellent communication and interpersonal skills, with the ability to effectively interact with employees at all levels.

• Demonstrated project management skills, including the ability to prioritize tasks and meet deadlines in a fast-paced environment.

• High level of integrity and discretion when handling sensitive employee information.

• Ability to work independently as well as collaboratively in a team environment.

• Strong attention to detail and accuracy.

Working at CarGurus

We reward our Gurus' curiosity and passion with best-in-class benefits and compensation, including equity for all employees, both when they start and as they continue to grow with us. Our career development and corporate giving programs, as well as our employee resource groups (ERGs) and communities, help people build connections while making an impact in personally meaningful ways. A flexible hybrid model and robust time off policies encourage work-life balance and individual well-being. Thoughtful perks like daily free lunch, a new car discount, meditation and fitness apps, commuting cost coverage, and more help our people create space for what matters most in their personal and professional lives.

We welcome all

CarGurus strives to be a place to which people can bring the ultimate expression of themselves and their potential-starting with our hiring process. We do not discriminate based on race, color, religion, national origin, age, sex, marital status, ancestry, physical or mental disability, veteran status, gender identity, or sexual orientation. We foster an inclusive environment that values people for their skills, experiences, and unique perspectives. That's why we hope you'll apply even if you don't check every box listed in the job description. We also encourage you to tell your recruiter if you require accommodations to participate in our hiring process due to a disability so we can provide the appropriate support. We want to know what only you can bring to CarGurus. #LI-Hybrid