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 for employees, contractors, EORs, PEOs and local payroll providers. • Lead and develop a team of 2–3 direct reports while maintaining executional rigor and high operational standards. • Drive operational administration of employee equity in Shareworks, including processing grants, updating records, and cross-functional reconciliation. • Identify and implement automation flows to minimize manual data transfers, recurring exceptions, and data friction. • Collaborate with HR technology, IT and Finance teams to execute payroll platform consolidation and maximize system reliability. • Strengthen compliance protocols, payroll controls and record retention to protect the company from financial exposure and ensure audit readiness. • Establish clear processing calendars, accountability metrics and data dashboards to measure functional accuracy and capacity gains. • Intervene directly on complex tax, equity and payroll issues specific to each market to drive fast cross-functional resolution.

🎯 Requirements

• Global payroll leadership: Proven experience managing multi-country payroll operations, particularly navigating EOR, PEO and local provider structures. • Equity administration expertise: Hands-on knowledge of equity platforms such as Shareworks, including grant lifecycle management and complex tax coordination related to equity. • Systems and automation orientation: Strong track record designing HRIS integrations, optimizing workflows and intentionally eliminating manual interventions in financial operations. • Controls and compliance rigor: Deep knowledge of payroll controls, financial audit preparation and tax implications within a high-growth tech or fintech corporate environment. • Hands-on coaching leader: Demonstrated ability to manage and develop a remote operational team while simultaneously acting as a hands-on technical expert. • Business and analytical mindset: Ability to translate complex operational patterns into clear, data-driven decisions that improve scaling efficiency across the business.

🏖️ Benefits

• Well-funded, proven startup: Big ambitions, competitive salary and the upside of pre-IPO equity grants. • Group insurance: Hopper covers 100% of group benefits premiums. • Income protection: Hopper provides life insurance coverage and short- and long-term disability insurance. • Health Spending Account (HSA): An account that covers eligible medical and dental expenses. • Telemedicine: All employees and their dependents have access to Dialogue telemedicine services anytime, anywhere. • Retirement savings: All employees have access to an RRSP plan with automated pre-tax payroll deductions each pay period. • Parental leave: Ask us about our very generous parental leave — well above industry norms! • Unlimited paid time off (PTO): A flexible vacation policy to let you recharge. • Travel allowance: "Carrot Cash" travel credit for your personal trips. • Flexible work setup: On-demand access to coworking spaces via FlexDesk and a work-from-home allowance. • Entrepreneurial culture: A fast-moving environment where pushing boundaries and taking risks is part of the daily routine. • Transparent communication: Open dialogue with managers and the company's leadership team. • Maximum impact: Small, nimble teams for tangible, direct impact.