Senior Manager, Global Payroll Systems – Equity Operations

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Hopper

WebsiteLinkedInAll Job Openings

201 - 500 employees

💰 $96M Venture Round on 2022-11

Travel • Technology

Hopper is a travel booking platform that offers a one-stop solution for planning trips, including flights, hotels, rental cars, and homes. The platform features advanced options such as price prediction, disruption assistance, and the Price Freeze™ feature, allowing travelers to secure deals and manage changes conveniently. Hopper is known for its mobile app availability on iOS and Android, providing a streamlined experience for its users. It serves millions of travelers worldwide, offering VIP support and various affiliate programs for partners.

📋 Description

• 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.