Senior Manager, Global Payroll Systems & Equity Operations

Hopper Inc.

Job Overview

Location

US - Remote

Job Type

Full-time

Full Job Description

📋 Description

• Own the end-to-end global payroll operating model across employees, contractors, EORs, PEOs, and local providers, ensuring seamless execution across multiple jurisdictions.
• Manage and develop a team of 2–3 direct reports while maintaining high operational standards and execution discipline in a remote environment.
• Lead the operational administration of employee equity through Shareworks, including grant processing, data updates, and multi-department reconciliation to ensure accuracy and compliance.
• Identify and implement automation workflows to eliminate manual data transfers, reduce recurring exceptions, and minimize data friction across payroll and equity systems.
• Partner with HR Technology, IT, and Finance teams to drive consolidation of payroll platforms and enhance system reliability and integration.
• Strengthen payroll controls, compliance protocols, and documentation to mitigate financial exposure and ensure audit readiness across global operations.
• Establish clear processing calendars, accountability metrics, and data scorecards to measure function accuracy, efficiency gains, and capacity improvements.
• Step into complex, market-specific payroll challenges involving tax regulations, equity coordination, and local legal requirements to drive swift cross-functional resolutions.
• Design and optimize HRIS integrations to streamline financial operations and reduce manual touchpoints in compensation workflows.
• Translate complex operational patterns into data-driven decisions that improve scalability and efficiency without proportional headcount growth.
• Serve as a player-coach: actively contribute as a hands-on technical expert while leading, mentoring, and upskilling a remote operational team.
• Maintain alignment with corporate financial and HR technology strategies to support Hopper’s global workforce and HTS business unit growth.
• Ensure all payroll and equity operations are aligned with Hopper’s mission to scale as a leading global travel fintech platform.

🎯 Requirements

• Proven experience managing multi-country payroll operations using EOR, PEO, and local provider frameworks.
• Direct hands-on expertise with equity administration platforms, specifically Shareworks, including grant lifecycle management and tax coordination.
• Demonstrated track record in designing HRIS integrations and automating financial workflows to eliminate manual processes.
• Deep knowledge of payroll controls, financial audit readiness, and tax implications within high-growth technology or fintech environments.
• Proven ability to lead and develop a remote operational team while maintaining hands-on technical execution as a player-coach.
• Strong commercial and analytical mindset with ability to convert operational data into scalable efficiency improvements.

🏖️ Benefits

• Competitive salary and pre-IPO equity packages.
• Unlimited PTO.
• Carrot Cash travel stipend.
• Access to co-working space on demand through FlexDesk and a work-from-home stipend.
• 100% employer-paid Medical, Dental, and Vision coverage for employees.
• Access to Disability & Life insurance, Health Reimbursement Account (HRA), DCA/FSA, and 401k plan.
• Very generous parental leave, above industry standards.
• Entrepreneurial culture with emphasis on innovation, risk-taking, and open communication with leadership.
• Small, dynamic teams offering massive impact across a rapidly scaling global business.

Skills & Technologies

Swift

Design

Senior

Remote

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Hopper Inc.

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About Hopper Inc.

Hopper is a travel technology company that uses predictive analytics and machine learning to forecast flight and hotel prices, allowing consumers to book travel at optimal times. Founded in 2007 and headquartered in Montréal, Canada, it operates mobile-first booking platforms and provides fintech products like price freeze, cancel-for-any-reason, and rebooking guarantees to reduce travel risk.

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