Head of Insurance Operations
Safety Wing
Salary
💰 $92,900 - $154,800 per year
Job Level
Senior
About the role
- Oversee the implementation and stabilization of payroll tax operations across North America, with primary focus on United States
- Manage operational logistics for a payroll tax function supporting 18,000+ employees across 30 company entities
- Stabilize operations through decision making, risk-based prioritization, and streamlined execution
- Oversee implementation of employment tax compliance activities within People Operations
- Ensure compliance with federal, state, and local employment tax regulations via audit controls in payroll platform and integrations
- Manage and resolve employee inquiries with high value on world class customer service
- Manage and resolve inquiries from taxing authorities focusing on timeliness and risk prioritization
- Partner with internal tax, payroll, and compliance stakeholders to support employment tax audits and settlements
- Develop and implement best practices for employment tax compliance across the region
- Provide operational guidance and support to payroll vendor teams, including training on pay input parameters
- Collaborate with Finance, Legal, HR and other functions to integrate employment tax compliance into People Operations processes
- Design, implement, and track key metrics to monitor operational health and risk
- Identify and drive continuous process improvements using LEAN and other efficiency frameworks
- Maintain high standards of accuracy, timeliness, and quality to ensure compliance with legal and tax policy requirements
Requirements
- At least 5+ years of experience in employment tax compliance
- Significant prior professional work experience with demonstrated understanding employment tax processes, regulatory compliance and/or Operations/Service-oriented environment
- Strong analytical and problem-solving skills with proven ability to organize and analyze data
- Fluent in English knowledge both verbal and written
- Excellent communication and interpersonal skills
- Strong knowledge of employment tax regulations
- Experience working United States and Canada employment tax (desired)
- Proficiency in Executive Compensation payroll and tax reporting requirements (desired)
- Ability to communicate effectively verbally and in writing across all levels within the organization
- Proficient in the use of Microsoft applications: Outlook, Excel, Word, and PowerPoint
- Proficiency in HR systems (ex. Workday) and technologies
- If contracted in the US: must be legally authorized to work in the United States (implied)
