Wrapbook · 1 week ago
Senior Benefits Operations Specialist
United States
Full-time
Remote
Senior Level
$92K/yr - $144K/yr
5+ years expWrapbook is a smart, intuitive platform that makes production payroll and accounting easier, faster, and more secure. The Senior Benefits Operations Specialist will play a critical role in scaling and optimizing Wrapbook’s health benefits offering, managing complex operational workflows, and serving as a subject matter expert for benefits programs.
Computer Software
Responsibilities
Own and execute end-to-end benefits operations including onboarding, off boarding, eligibility management, contribution adjustments, reconciliations, and reporting
Manage complex or non-standard benefits scenarios, including eligibility edge cases, retroactive changes, multi-project consolidations, and escalations
Ensure benefits data is entered accurately, completely, and on time to support compliant withholdings and reporting
Serve as a primary point of contact for third-party benefits providers, ensuring accurate and timely data exchange and issue resolution
Oversee and validate weekly and ad hoc reports sent to third-party benefits providers
Conduct detailed audit reviews to ensure:
Accurate calculation of benefit withholdings, caps, and consolidations across projects
Correct capture of benefit eligibility and enrollment status
Alignment between internal systems and external provider records
Identify trends or recurring discrepancies and drive corrective actions
Handle advanced customer inquiries and escalations via phone and email with professionalism and subject matter expertise
Translate recurring issues and learnings into process documentation, FAQs, and training materials
Partner closely with Enablement to upskill Customer Success, Sales and other internal teams on benefits workflows and policies
Proactively identify opportunities to improve benefits operations, systems, and customer experience
Lead or support process redesign efforts as the benefits program evolves, including documenting SOPs and implementing scalable solutions
Provide feedback and recommendations to Product and Operations leadership based on operational insights and customer impact
Act as a mentor and knowledge resource for Benefits Operations Specialists and adjacent team members
Support onboarding and training of new hires within Benefits Operations
Partner cross-functionally with Customer Success, Payroll Operations, Product, and Legal/Compliance to ensure alignment and operational excellence
Qualification
Required
5+ years of experience in high-volume, operational roles such as Benefit Operations, Small group or employee benefits administration, operations specialist or benefits advisor roles
Deep understanding of benefits administration workflows, eligibility rules, and contribution calculations
Demonstrated ability to own complex processes independently and solve ambiguous problems
Strong analytical skills with exceptional attention to detail and accuracy
Experience working in fast-paced, evolving environments with changing requirements
Proven ability to communicate clearly and confidently with customers, vendors, and internal stakeholders
Experience with data entry and reconciliation in both proprietary and third-party systems
Preferred
Tech, payroll, or health insurance experience strongly preferred
Entertainment payroll experience is a strong plus but not required
Benefits
Unlimited Paid Time Off
Health and Dental benefits
Up to $1,500 USD/ $2,025 CAD towards IT set up for your home
Up to 2% matching RRSP / 401K
Learning and Development opportunities
Up to $50 USD/ $67.50 CAD towards Internet/Cell phone service
Company
Wrapbook
Wrapbook is the next standard in production payroll and accounting—a force multiplier that empowers finance teams in film, TV, commercials, and other media to accomplish more, faster, with greater data integrity.
51-200 employees
Funding
Current Stage
Growth StageLeadership Team
Cameron Woodward
Co-Founder
Naysawn Naji
Co-Founder
Recent News
Bowery Capital
2023-07-01
2023-03-13
Company data provided by crunchbase