Gestionnaire principal, Systèmes de paie mondiaux et opérations d'équité

Hopper Inc.

Job Overview

Location

Montréal - 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.
• 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, including 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 teams 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.
• Serve as a player-coach reporting to the Head of People Operations & Workforce Technology to modernize and scale workforce compensation infrastructure.
• Transition the payroll function from manual, multi-vendor handoffs to an automated, highly scalable operating model without proportional headcount growth.
• Act on the leadership team to directly mitigate operational and financial risk through systemic design and hands-on execution.
• Ensure alignment between global payroll operations and equity administration within a high-growth fintech and technology corporate structure.
• Maintain rigorous standards for financial controls, tax implications, and regulatory compliance across multiple jurisdictions.
• Translate complex operational patterns into clear, data-driven decisions that improve company-wide scaling efficiency.
• Leverage experience with HRIS integrations and workflow optimization to eliminate manual touchpoints in financial operations.
• Provide technical expertise while coaching and upskilling a remote operational team.

🎯 Requirements

• Proven experience managing multi-country payroll operations, specifically navigating EOR, PEO, and local provider frameworks.
• Direct familiarity handling equity platforms like Shareworks, including managing grant lifecycles and complex equity tax coordination.
• A strong track record of designing HRIS integrations, optimizing workflows, and intentionally removing manual touchpoints from financial operations.
• Deep knowledge of payroll controls, financial audit readiness, and tax implications within a high-growth technology or fintech corporate structure.
• Demonstrated capability to manage and upskill a remote operational team while simultaneously acting as a hands-on technical expert.
• Ability to convert complex operational patterns into clear, data-driven decisions that improve company-wide scaling efficiency.

🏖️ Benefits

• Well-funded and proven startup with competitive salary and pre-IPO equity upside.
• Hopper covers 100% of the premiums for group insurance plan.
• Life, short-term, and long-term disability coverage provided.
• HSA that covers eligible medical and dental expenses.
• All employees and dependents have access to Dialogue’s telemedicine services anytime, anywhere.
• Access to an RRSP plan with automatic pre-tax withdrawals per pay.
• Very generous parental leave policy that exceeds industry standards.
• Unlimited PTO.
• Carrot Cash travel stipend.
• Access to co-working spaces on demand through FlexDesk and a 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 that enable massive impact.

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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