Senior Manager of Global Payroll Systems and Equity Operations at HTS. Leading payroll operations and compliance in a dynamic funded startup environment.
About the role
- Senior Manager handling global payroll systems and equity operations for fintech company Hopper. Leading a team and designing efficient payroll processes in a remote setting.
Responsibilities
- Own the end-to-end global payroll operating model across employees, contractors, EORs, PEOs, and local providers.
- Manage and develop a team of 2–3 direct reports while maintaining execution discipline and high operational standards.
- Lead the operational administration of employee equity in Shareworks, covering grant processing, data updates, and multi-department reconciliation.
- Identify and implement automation workflows to minimize manual data transfers, recurring exceptions, and data friction.
- Partner with HR Technology, IT, and Finance to drive payroll platform consolidations and maximize system reliability.
- Strengthen compliance protocols, payroll controls, and documentation to protect the business from financial exposure and ensure audit readiness.
- Establish clear processing calendars, accountability metrics, and data scorecards to measure function accuracy and capacity gains.
- Step into complex tax, equity, and market-specific payroll challenges to drive swift cross-functional resolution.
Requirements
- Global Payroll Leadership: Proven experience managing multi-country payroll operations, specifically navigating EOR, PEO, and local provider frameworks.
- Equity Administration Expertise: Direct familiarity handling equity platforms like Shareworks, including managing grant lifecycles and complex equity tax coordination.
- Systems & Automation Focus: A strong track record of designing HRIS integrations, optimizing workflows, and intentionally removing manual touchpoints from financial operations.
- Controls & Compliance Rigor: Deep knowledge of payroll controls, financial audit readiness, and tax implications within a high-growth technology or fintech corporate structure.
- Player-Coach Capability: The demonstrated capability to manage and upskill a remote operational team while simultaneously acting as a hands-on technical expert.
- Commercial & Analytical Mindset: The ability to convert complex operational patterns into clear, data-driven decisions that improve company-wide scaling efficiency.
Benefits
- Well-funded and proven startup with large ambitions, competitive salary and upsides of pre-IPO equity packages.
- Hopper covers 100% of the premiums for group insurance plan.
- Hopper offers life, short term and long term disability coverage.
- HSA that covers eligible medical and dental expenses.
- All employees and dependents have access to Dialogue’s telemedicine services, anytime, anywhere.
- All employees have access to an RRSP plan with automatic pre-tax withdrawals per pay.
- Please ask us about our very generous parental leave, much above industry standards!.
- Unlimited PTO.
- Carrot Cash travel stipend.
- Access to co-working space on demand through FlexDesk AND Work-from-home stipend.
- Entrepreneurial culture where pushing limits and taking risks is everyday business.
- Open communication with management and company leadership.
- Small, dynamic teams = massive impact.
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