Mid Level Benefits Administrator Jobs
Mid level benefits administrator jobs go to professionals ready to own benefits program delivery, resolve complex enrollment issues independently, and guide junior staff without constant oversight. Roles run across Insurance, Consulting & Professional Services, and Healthcare & Medical Services, with a strong mix of on-site, remote, and hybrid settings, and employers like USI Insurance Services, CVS Health, and Alvarez & Marsal hiring at this level now.
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Benefits Analyst Temp
The Benefits Analyst is responsible for the day-to-day administration of Bob’s Discount Furniture’s employee benefits and retirement programs. This highly visible, fast-paced role requires exceptional attention to detail, strong organizational and time management skills, and the ability to provide outstanding customer service while managing multiple priorities.
As a key member of the Benefits team, the Benefits Analyst partners with internal stakeholders, employees, and external vendors to ensure the accurate and timely administration of benefit programs and communications. This role serves as the primary point of contact for employee benefit inquiries received through email, voicemail, Workday Help Cases, and other communication channels.
In addition to employee support, the Benefits Analyst is responsible for processing benefit billing and self-bills, assisting with compliance activities, supporting annual Open Enrollment, conducting employee benefit meetings, and ensuring the overall accuracy and integrity of benefit data and processes.
What You’ll Bring to Bob’s
At Bob’s Discount Furniture, we value the unique skills and experiences each team member brings. We believe that the sum of the whole is better than the sum of the one. Success in this role requires a combination of technical expertise, analytical thinking, exceptional customer service, problem-solving abilities, behavioral and leadership skills, highly organized, and the ability to thrive in a dynamic fast-paced, high-volume environment while maintaining accuracy and efficiency.
Key Responsibilities
- Serve as the first point of contact for employee or Human Resource’s benefit inquiries via email, voicemail, and Workday Help Cases, providing timely, accurate, and professional customer service.
- Administer Bob's employee benefit and retirement programs, ensuring accurate enrollment and eligibility processing.
- Process and reconcile monthly benefit billing, including self-billed plans, ensuring timely and accurate payments.
- Partner with benefit vendors to resolve eligibility, enrollment, billing, file feed, and claims-related issues while ensuring a positive employee experience.
- Maintain accurate benefit records and employee data within Workday and other benefit administration systems.
- Support compliance with ERISA, HIPAA, COBRA, ACA, and other applicable federal and state regulations.
- Assist with Annual Open Enrollment planning, testing, communications, employee education, and system validation.
- Conduct new hire and employee benefit meetings, presentations, and educational sessions.
- Create and distribute employee benefit communications, guides, and educational materials.
- Research and resolve complex benefit issues while exercising sound judgment and attention to detail.
- Analyze benefit data, identify trends, and recommend process improvements to increase efficiency and enhance employee experience.
- Collaborate with Human Resources Business Partners, Payroll, vendors, and other internal business partners to ensure seamless benefit administration and member experience.
- Maintain strict confidentiality while handling sensitive employee and company information.
- Participate in special projects and perform other duties as assigned.
- Able to organize and prioritize your daily responsibilities in an efficient manner while still staying on track to complete all activities within their respective deadlines.
Key Skills for Success
To excel in this role, you will need to demonstrate strengths in the following skill areas:
- Benefits administration and compliance
- Customer service and employee support
- Analytical and problem-solving skills
- Process improvement and critical thinking
- Vendor and stakeholder coordination
- Data accuracy and reporting
- Project, organization, and time management
- Written and verbal communication skills
- Collaboration and teamwork
- Adaptability in a fast-paced environment
Who We Are
At Bob’s, we have fun, we love what we do, and we’re growing fast! As one of the leading omni-channel furniture retailers in the country with over 200 stores, we’re committed to creating a workplace that values skills-based hiring, diverse perspectives, and an inclusive culture where everyone can thrive.
How We Will Support Your Success
We know you have many choices when it comes to your career. At Bob’s, we invest in your growth, well-being, and career advancement.
Benefits & Perks
- Competitive Medical, Dental, and Vision Insurance
- Generous paid time off: vacation, personal days, sick leave, holidays, and your birthday!
- 401(k) Profit Sharing Plan with a generous company match
- Pet Insurance and employer-paid Life Insurance options
- Professional Development: Tuition reimbursement, on-demand learning, and career progression pathways
- Employee Discount from Day 1, plus exclusive partner discounts
- And so much more!
Our Culture & Core Values
At Bob’s, we foster a positive, inclusive, skills-focused work environment. Our core values—Honesty, Integrity, Transparency, Community, Safety, Diversity, Accountability, and Fun—guide everything we do. We are more than a workplace; we are a team that supports and celebrates one another.
Minimum Qualifications
- Bachelor's degree preferred but not required
- 4–5 years of benefits administration experience
- Strong knowledge of employee benefit programs and administration
- Knowledge of federal, state, and local benefits laws (ERISA, HIPAA, COBRA, ACA)
- Experience with Workday or other HCMS platforms
- Proficiency in Microsoft Office, particularly Excel, Outlook, and Word
- High attention to detail
- Excellent organizational and time management skills with the ability to manage multiple priorities and meet deadlines
- Strong analytical and problem-solving abilities with the ability to think creatively
- Strong written and verbal communication skills
- Ability to work independently while contributing effectively as part of a team
- High level of discretion and ability to maintain confidentiality
Why Join Bob's?
At Bob's, you'll have the opportunity to make a meaningful impact on the employee experience while working alongside a collaborative team dedicated to providing exceptional service. If you're passionate about helping employees, enjoy solving complex problems, thrive in a fast-paced, high volume environment, and are committed to delivering exceptional customer service, we'd love to hear from you.
Diversity is a Core Value at Bob’s
At Bob’s Discount Furniture, we want you to feel at home. Whether you’re shopping with us or a part of the Bob’s team, we want you to know that you are valued, appreciated, and free to be who you are.
We are committed to creating a place as diverse as the communities we serve.
Expected Base Pay Not Including Potential Commissions, Incentive, Bonus, etc. Opportunities:
$36.00+
It is policy of Bob’s Discount Furniture, Inc., to provide equal employment opportunity to all employees and applicants for employment. No person shall be discriminated against or harassed because of race, religion, color, sex, age, national origin, disability, pregnancy, citizenship, veteran or military status, or any other protected status in accordance with federal, state or local law.
If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please contact talentacquistionteam@mybobs.com. This contact information is for accommodation requests only and cannot be used to inquire about the status of applications.
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Who's Hiring
- USI Insurance Services12

- CVS Health8

- Alvarez & Marsal4

- Jobot3

- Risksmith Insurance Services3

Top Industries Hiring
- Insurance27
- Consulting & Professional Services10
- Healthcare & Medical Services6
- Staffing & Recruiting4
- Technology & Software4
Mid Level Benefits Administrator Jobs: Frequently Asked Questions
How do I get a mid level benefits administrator job?
Position your experience around ownership, not just task completion. Highlight benefits programs you managed end to end, vendor relationships you maintained, and compliance issues you resolved without escalating. Tailor your resume to show familiarity with HRIS platforms, ACA reporting, and open enrollment cycles. Mid level postings reward candidates who can demonstrate independent judgment and consistent follow-through on complex benefits processes.
Which companies hire mid level benefits administrators?
Companies hiring mid level benefits administrators right now include USI Insurance Services, CVS Health, and Alvarez & Marsal, based on current listings on Migrate Mate as of November 2026. Hiring at this level tends to come from mid-size to large employers with dedicated HR functions, including healthcare systems, financial services firms, and national retailers managing multi-state benefits programs.
Are there remote mid level benefits administrator jobs?
Yes, though availability varies by employer and benefits complexity. About 27% of mid level benefits administrator openings are remote or hybrid as of November 2026, reflecting ongoing demand for experienced professionals who can manage enrollment platforms and vendor coordination without being on-site. Roles requiring in-person benefits counseling or sensitive employee interactions tend to remain hybrid or fully on-site.
How do I move up to a mid level benefits administrator role?
Moving from entry level into a mid level benefits administrator role takes deliberate skill-building over your first few years. Focus on owning a full open enrollment cycle, deepening your knowledge of ERISA, ACA, and COBRA compliance, and learning to manage vendor relationships with minimal supervision. Demonstrating measurable impact, such as reducing enrollment errors or streamlining leave administration, signals readiness for the broader ownership mid level roles require.
Which industries hire the most mid level benefits administrators?
Mid Level benefits administrator roles concentrate in Insurance, Consulting & Professional Services, and Healthcare & Medical Services, based on current listings on Migrate Mate as of November 2026. These sectors employ large, benefits-eligible workforces and face ongoing compliance demands that require experienced administrators who can manage programs independently rather than simply support a senior specialist.