Senior Manager, Global Payroll Systems – Equity Operations

Hopper

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.

Posted 6/24/2026full-timeRemote • 🇨🇦 CanadaSenior💰 CA$150,000 - CA$180,000 per yearWebsite

Tech Stack

Tools & technologies

Swift

About the role

Key responsibilities & impact

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

What you’ll need

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

Comp & perks

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.

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

global payroll operationsequity administrationHRIS integrationsworkflow optimizationpayroll controlsfinancial audit readinesstax coordinationdata-driven decision makingautomation workflowsgrant processing

Soft Skills

leadershipteam managementoperational disciplinecross-functional collaborationanalytical mindsetcoachingcommunicationaccountabilityproblem-solvingadaptability