Job Location:
Corporate – Richmond

8901 – Corp Office West Crk – 12800 Tuckahoe Creek Parkway, Richmond, Virginia, 23238

CarMax, the way your career should be! 

About this job

This Senior Manager, Health Benefits position serves on the Total Rewards leadership team and reports to the Director of Benefits.  In addition to serving as a People Leader for a small team of Associates, this position leads Health Plan strategy, rate and budget setting, compliance, operations, vendor management, analytics and communications.

This position has overall accountability for Health programs such as:

  • Medical/Rx, dental and vision plans

  • Flexible Spending Accounts

  • Benefits Administration

  • Expert Medical Opinion

  • Voluntary Benefits

  • Executive Physicals

  • Adoption Assistance

  • Tuition Reimbursement

  • Commuter Benefits

Purpose of the role

This role assists CarMax in staying on top of the Employee Health Benefits industry broadly as well as what other large, best-in-class employers are doing.  This Senior Manager will leverage both market and CarMax-specific trends to support program changes or innovative strategies.  This requires influential presentations to senior leaders in the organization and leadership of large cross-functional projects such as RFPs and plan implementations.  It is critical to develop influential and effective relationships with internal teams such as Payroll, Legal, HRTS, Strategy, Procurement, other Total Rewards Managers, and also have a strong focus on managing external vendors to support and advance the Health programs.  This role is expected to understand and effectively apply the relevant regulations to ensure CarMax plans remain compliant, in partnership with counsel.  This Senior Manager guides, mentors, and removes barriers for a team of Analysts responsible for the day-to-day administration of the Health programs. 

What you will do – Essential Responsibilities

  • With oversight and accountability into the Benefits Director, this role is responsible for ideation and influence in the areas of Health Benefits plan design, strategy and innovation as well as contributing toward benchmarking and market research

  • Owns, oversees and advances (via improvements) the Health Benefits programs

  • Understands the connections, dependencies, and impacts within the various Health Benefits portfolio, to ensure operational complexities are expertly identified

  • Utilizes strong vendor management skills to drive results and service levels

  • Leverages exceptional communication skills to present to senior executives throughout the year and drive Associate engagement strategy for the Health Benefits programs

  • With accountability into the Benefits Director and VP of Total Rewards, this role develops annual plan budgets; guide outside actuary in the development of self-funded rates for the medical, dental and vision plans to ensure the assumptions meet CarMax’s needs

  • Leverages knowledge of applicable laws and regulations to ensure CarMax is compliant across all of the Health Benefits programs, with the support of counsel

  • Manage a team of Analysts; offer growth, development and mentorship to the team

Qualifications and Requirements


  • 5+ years experience leading Health benefit plans experience or other relevant/applicable work experience required

  • 3+ years experience managing people is preferred

  • Internal Candidates: Must already be at the Senior Manager level, or have successfully completed SMDP or a preceding program

The requirements listed below are representative of the knowledge, skill, and/or abilities for this position: 

  • Utilizes sound judgment to evaluate complex situations, make effective decisions, develop solutions, and recognize when executive escalation or engagement are appropriate; Able to navigate complex or situation-specific circumstances

  • Execute at a high level of accuracy while balancing competing priorities and have an eye toward improvement, automation and simplification

  • Strong relationship building skills

  • Exceptional communication skills – both written and verbal – that reflect an understanding of unique audience (of all levels in the organization) needs; Active listener that makes adjustments as appropriate and seeks to ensure full understanding of needs

  • Ability to motivate and influence others

  • Willingness to be bold, challenge effectively and with positive intent

  • Ability to effectively develop the unique talents of the team

  • Proficiency in Microsoft Office suite required

  • Experience with Workday is a plus, but not required

About CarMax

CarMax disrupted the auto industry by delivering the honest, transparent and high-integrity experience customers want and deserve. This innovative thinking around the way cars are bought and sold has helped us become the nation’s largest retailer of used cars, with over 200 locations nationwide.

Our amazing team of more than 25,000 associates work together to deliver iconic customer experiences. Along the way, we help every associate grow their career and achieve their best, at work and in their community.  We are recognized for our commitment to training and diversity and are one of the FORTUNE 100 Best Companies to Work For®.

Remote Work:

Work location is flexible if approved by the Company except that position may not be performed remotely from Hawaii or Colorado

Our Commitment to Diversity and Inclusion:

CarMax is committed to bringing together people from different backgrounds and perspectives, providing employees with a safe, welcoming, and inclusive work environment.

CarMax is an equal opportunity employer, and all qualified candidates will receive consideration for employment without regard to age, race, color, religion, sex, sexual orientation, gender identity, gender expression, genetic information, national origin, protected veteran status, disability status, and any other characteristics protected by law.

Upon an applicant’s request, CarMax will consider reasonable accommodation to complete the CarMax Job Application.