Operations Specialist - Employee Benefits
Benbase
Accounting & Finance, Operations
San Francisco, CA, USA · Remote
USD 72k-72k / year + Equity
Posted on Jan 28, 2026
Operations Specialist - Employee Benefits
San Francisco/Remote
Employee Benefits
Remote
Full-time
About Benbase
Benbase is reimagining benefits consulting for the modern era. In an industry dominated by outdated processes, spreadsheet chaos, and reactive service models, we’re building something better—a benefits brokerage that fuses deep expertise with modern technology to deliver strategic, transparent, and exceptional client experiences.
Our clients rely on us to get the details right. Clean data, accurate enrollments, timely billing, and reliable execution are what make great benefits strategies actually work for employees and HR teams.
As we scale, Benbase is investing heavily in operational excellence—combining thoughtful process design, modern systems, and AI-powered workflows to reduce errors, eliminate busywork, and improve the employee experience.
Learn more about our core values.
About the Role
We’re hiring an Operations Specialist to support high-volume, high-accuracy benefits administration across carriers, benefit platforms, and internal systems.
This role focuses on execution, data integrity, and operational follow-through. You’ll handle enrollment and eligibility activity, validate billing and documentation, and help ensure that benefits data is accurate and consistent across systems, including AI-enabled automations.
The Operations Specialist works closely with Implementation Managers and Account Managers, playing a critical role in turning clean intake and strategy into reliable downstream execution. This is a great role for someone who enjoys detail-oriented work, problem-solving, and keeping complex processes running smoothly.
What You'll Do
Operational Execution & Data Accuracy
- Process enrollment and eligibility activity across benefit administration platforms, carrier portals, and internal systems
- Evaluate and resolve complex eligibility events (life events, additions, terminations, corrections), identifying discrepancies and determining appropriate resolution paths
- Validate and organize carrier invoices, enrollment confirmations, ID cards, and reporting materials to support accurate billing and compliance
- Perform ongoing data quality checks across AI-enabled and other systems, identifying root causes of errors and preventing recurring issues
- Monitor and validate digital or automated workflows that intersect with human operational work, ensuring output quality and exception handling
Billing & Issue Resolution
- Investigate invoice discrepancies requiring human review, including root-cause analysis and coordination with carriers or vendors
- Support accurate and timely billing by identifying errors early and escalating issues appropriately
- Apply judgment to determine when issues can be resolved independently versus when escalation or cross-functional involvement is needed
Cross-Functional Support
- Partner with Implementation and Account Management teams to review intake materials for completeness and clarity
- Supply accurate data and documentation to support compliance, reporting, and client deliverables
- Maintain clear internal documentation and system notes to support transparency and smooth handoffs across teams
What You'll Bring
- Experience in HR operations, benefits administration, insurance operations, payroll, accounting, or other detail-oriented operational roles.
- Familiarity with benefit administration platforms, carrier portals, or payroll systems is a plus.
- Associate’s or Bachelor’s degree in a business-related field (or equivalent experience).
Skills & Strengths
- Strong attention to detail and commitment to data accuracy
- Analytical and critical-thinking skills with the ability to identify patterns and root causes
- Comfortable managing multiple tasks and priorities in a deadline-driven environment
- Clear written and verbal communication skills
- Comfortable using Google Workspace (Gmail, Docs, Sheets) and web-based tools
- Self-directed and productive in a remote work environment
- Interested in learning and applying automation and AI-enabled tools to improve operational efficiency
- Dependable, team-oriented, and committed to doing work the right way
This is a remote position but preferred candidates will be based in San Francisco or the surrounding area.
Why Join Benbase
Be Part of the Operational Engine
Your work will directly impact billing accuracy, compliance, and the employee experience. You’ll help ensure that benefits actually work as designed.
Learn in a Modern Benefits Environment
You’ll gain hands-on experience across carriers, platforms, and systems—while learning how modern brokerages use automation and AI to scale.
Work with Modern Tools
Use modern workflows, automation, and AI-powered tools designed to reduce busywork and improve accuracy—so you can focus on meaningful operational work.
Clear Role Alignment and Support
You’ll work alongside Implementation Managers and Account Managers who value clean handoffs, clear ownership, and shared accountability.
Growth Over Time
As Benbase scales, there are opportunities to deepen your expertise, take on more complex work, and grow into more senior operational roles.
Meaningful Work
Help employees get the coverage they expect, on time and without errors. Support HR teams with reliable execution during critical moments like Open Enrollment and during key life events.
Benefits
- Financial: Competitive pay starting at $72K, stock options, 401(k) with employer matching and live financial advisor support, FSA, HSA tax-saving options, company-paid life and disability.
- Health & Wellness: Medical insurance, Dental, Vision, $0 Telehealth, enhanced Employee Assistance Program (EAP), company-paid accident and critical illness for individuals, company contribution to your Health FSA.
- Work-Life: Flexible PTO, paid parental leave, home office stipend, monthly connectivity reimbursement, company contribution to your Dependent Care FSA to help with day care.
Candidates from all backgrounds are encouraged to apply. We value inclusivity and diversity because they strengthen our "Human First" approach and enhance our ability to deliver exceptional benefits service. Diverse perspectives help us solve complex problems and create solutions that work for everyone. We are committed to building an equitable, welcoming team where everyone belongs.
Ready to help make benefits run smoothly? Apply today.
First name *
Last name *
Email *
LinkedIn URL *
Phone number *
Location *
Resume *
Click to upload or drag and drop here
Cover letter
Click to upload or drag and drop here
Do you have an active Life/Health insurance license? *
Do you speak and write Spanish fluently? *
Share a short anecdote that gives us some insight into your problem-solving superpowers. *
We want to hear about how you impacted a real-life employee benefits *systems* problem. Maybe it was the ben admin system, payroll, a data feed, CRM, carrier site, TPA.... How did you figure out and what did you do to fix it?
Tell us why you would make a great addition to our team! *
Req ID: R10