The Aspen Group (TAG) is one of the largest and most trusted retail healthcare business support organizations in the U.S. and has supported over 23,000 healthcare professionals and team members at more than 1,300 health and wellness offices across 48 states in four distinct categories: dental care, urgent care, medical aesthetics, and animal health. Working in partnership with independent practice owners and clinicians, the team is united by a single purpose: to prove that healthcare can be better and smarter for everyone. TAG provides a comprehensive suite of centralized business support services that power the impact of five consumer-facing businesses: Aspen Dental, ClearChoice Dental Implant Centers, WellNow Urgent Care, Chapter Aesthetic Studio, and Lovet Pet Health Care. Each brand has access to a deep community of experts, tools and resources to grow their practices, and an unwavering commitment to delivering high-quality consumer healthcare experiences at scale.
As a reflection of our current needs and planned growth we are very pleased to offer an opportunity to join our dedicated team as Supervisor, Benefits Operations. The Supervisor, Benefits Operations will serve as a hands-on subject matter expert for the day-to-day administration of benefit programs for this large, multi-brand workforce. The Supervisor will directly oversee a team of associates responsible for data analysis , invoice payments, and post-payroll vendor reporting, ensuring accuracy and timeliness across all benefits administration activities. This role partners closely with the Benefits Director and works cross-functionally with Payroll, HRIS, Team Member Care, and HR Partners to support well-defined, end-to-end benefits processes and maintain compliance with applicable benefits regulations.
Essential Responsibilities
Benefits Operations Program Support
- Benefit Program Administration: Oversee the day-to-day administration of benefit programs for a large workforce of over 20,000 employees across multiple brands.
- HRIS Integration: Support the HRIS team in maintaining and testing benefits and annual open enrollment configuration in Workday.
- Team Leadership: Directly supervise and coordinate the team handling day-to-day benefits administration, including data analysis, invoice payments, and post-payroll reporting to vendors.
- Cross-Functional Collaboration: Coordinate with Payroll, HRIS, Team Member Care, and HR Partners to ensure end-to-end benefits processes run smoothly and issues are resolved promptly.
- Vendor Coordination: Serve as the first point of escalation for day-to-day vendor issues, invoice discrepancies, and service-level concerns, keeping the Benefits Director informed of trends and unresolved matters.
- Operational Support: Provide day-to-day support to brand HR partners and plan providers, resolving routine questions and escalating complex issues as needed.
- Best Practice Implementation: Identify opportunities for process improvement within the team and help implement best practices in partnership with the Benefits Director.
- Compliance: Assist with monitoring, testing, and documenting compliance activities related to benefits programs, including HIPAA, ERISA, ACA, 1094/1095, COBRA, 401(k) audits, non-discrimination testing, and Form 5500s.
Supervision
- Directly supervise a team responsible for benefits processes including data analysis, invoice processing, and post-payroll vendor reporting.
- Provide day-to-day guidance, training, and support to team members, ensuring accuracy and timeliness across all benefits administration activities.
- Assist with performance goal-setting, performance reviews, and coaching for direct reports, in partnership with the Benefits Director.
- Ensure adequate staffing coverage and workload distribution to meet service-level expectations.
- Partner with HR and cross-functional leaders to build team capability and ensure consistent, high-quality service delivery.
Requirements & Qualifications
- 5+ years of experience in benefits administration for large employers.
- Working knowledge of self-funded insurance plans and related claims management for large employers.
- 1-2 years of supervisory or team lead experience preferred.
- Strong ownership of and functional understanding of benefit and wellness programs and processes.
- Bachelor's degree or equivalent work experience.
- Workday experience preferred.
- Functional HR knowledge and understanding of best practices related to employee transactions, events, and lifecycle.
- Demonstrated ability to handle multiple parallel tasks concurrently to meet deadlines, balancing conflicting demands.
- Ability to balance daily support for escalated issues with driving ongoing process improvements.
- Strong attention to detail and commitment to accuracy in a high-volume administrative environment.
Annual Pay Range: $78-88k
A generous benefits package that includes paid time off, health, dental, vision, and 401(k) savings plan with match
Skills Required
- 5+ years of experience in benefits administration for large employers
- Working knowledge of self-funded insurance plans and related claims management for large employers
- 1-2 years of supervisory or team lead experience
- Strong ownership of and functional understanding of benefit and wellness programs and processes
- Bachelor's degree or equivalent work experience
- Workday experience
- Functional HR knowledge and understanding of best practices related to employee transactions, events, and lifecycle
- Ability to handle multiple parallel tasks concurrently and meet deadlines while balancing conflicting demands
- Ability to balance daily support for escalated issues with ongoing process improvements
- Strong attention to detail and commitment to accuracy in a high-volume administrative environment
TAG - The Aspen Group Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about TAG - The Aspen Group and has not been reviewed or approved by TAG - The Aspen Group.
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Healthcare Strength — Multiple medical plan choices with defined costs, HSA support, and accessible plan documents indicate a robust health offering. Distinctive features like GLP‑1 coverage on the HSA plan and clear SBCs add clarity for election decisions.
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Retirement Support — A clearly outlined 401(k) program features an immediately vested employer match with explicit eligibility timing. Consistent references to the plan and enrollment resources across brand sites underscore ease of access.
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Affordable Benefits — Dental-care discounts through the Aspen Dental network—free preventive services and reduced rates for procedures—help lower out‑of‑pocket costs. Additional perks like brand discounts and pet insurance can further stretch total value for some roles.
TAG - The Aspen Group Insights
What We Do
When we helped launch Aspen Dental, we set out to break down the barriers that made it hard for patients to keep up with their dental health — affordability, transparency, and access. We knew the key to better patient care started with the provider, so we changed how the dental business worked. We built new relationships, expertise, and tools to help dentists run their businesses more effectively and better care for their patients. Fast forward, and over 25 years later, we support more than 1000 Aspen Dental locations—by doing so, we are proud to say we have changed access to dental care nationwide. But there’s more work to do. Healthier, happier smiles were just our beginning. We came together to launch TAG – The Aspen Group, officially expanding beyond dental and embracing a new vision. By bringing together Aspen Dental, Chapter, ClearChoice, WellNow, and Lovet into one family of brands, we set out to achieve one simple goal together: to bring better healthcare to more people - because we believe in a future where health and wellness is accessible for all. With that mission in mind, TAG now supports over 5,300 clinicians across more than 1,400 locations. While our vision is now broader, how we achieve it remains the same. The best care starts with the provider - and TAG exists to power them so they can meet patients where they are, no matter their specialty, and deliver better care. Because we know that at the end of the day, better healthcare is simple — empower the provider and their teams, and the rest will follow. United as one group, we’re not just breaking down barriers; today, we’re breaking through. We’re challenging the status quo. Together, we can prove healthcare can be better for both providers and patients. Together, we can bring better healthcare to more people.
Why Work With Us
TAG - The Aspen Group employs and/or supports over 25,000 healthcare professionals and team members at more than 1,400 health and wellness offices across 46 states in four distinct categories: Dental care, urgent care, medical aesthetics, and animal health. Every day we wake up to empower providers to do what they do best: focus on the patient.
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