Senior Manager, Global Payroll Systems & Equity Operations

About the Role

As the Senior Manager of Global Payroll Systems & Equity Operations at HTS, you will act as a player-coach reporting to the Head of People Operations & Workforce Technology to modernize and scale our global compensation infrastructure. Sitting on the leadership team, your mandate will be to evolve the function from a model of manual transfers and multiple vendors to an automated and highly scalable operating model that maximizes systemic efficiency without proportional headcount growth. This high-visibility role uniquely combines global cross-functional system design with hands-on execution to directly mitigate operational and financial risks.

What your day-to-day will look like

• Take ownership of the end-to-end global payroll operating model for employees, freelancers, EORs, PEOs, and local payroll providers.

• Lead and develop a team of 2 to 3 direct reports while maintaining execution rigor and high operational standards.

• Drive the operational administration of employee equity in Shareworks, including grant processing, data updates, and interdepartmental reconciliation.

• Identify and implement automation workflows to minimize manual data transfers, recurring exceptions, and data friction.

• Collaborate with HR Technology, IT, and Finance teams to successfully consolidate payroll platforms and maximize system reliability.

• Strengthen compliance protocols, payroll controls, and documentation retention to protect the company against financial exposure and ensure audit readiness.

• Establish clear processing calendars, accountability metrics, and data dashboards to measure the function's accuracy and capacity gains.

• Intervene directly in complex tax, equity, and payroll cases specific to each market to guide rapid cross-functional resolution.

The ideal candidate possesses

• Global Payroll Leadership: Proven experience in managing multi-country payroll operations, particularly navigating EOR, PEO, and local provider structures.

• Equity Administration Expertise: Direct knowledge of equity platforms like Shareworks, including managing the grant lifecycle and complex tax coordination related to equity.

• Systems and Automation Orientation: A strong track record in designing HRIS integrations, optimizing workflows, and intentionally eliminating manual interventions in financial operations.

• Rigor in Controls and Compliance: In-depth knowledge of payroll controls, financial audit readiness, and tax implications within a high-growth technology or fintech corporate structure.

• Player-Coach Capability: The demonstrated ability to manage and advance a remote operational team while simultaneously acting as a hands-on technical expert.

• Commercial and Analytical Mindset: The ability to translate complex operational patterns into clear, data-driven decisions that improve scaling efficiency across the company.

Benefits

• A well-funded and proven startup: Great ambitions, a competitive salary, and all the benefits associated with pre-IPO stock options.

• Group Insurance: Hopper covers 100% of the premiums for the group insurance plan.

• Income Protection: Hopper offers life insurance as well as short-term 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 and anywhere.

• Retirement Savings: All employees have access to an RRSP plan with automated pre-tax payroll deductions.

• Parental Leave: Feel free to ask us about our very generous parental leave, which far exceeds industry standards!

• Unlimited Paid Time Off (PTO): A flexible vacation policy to recharge.

• Travel Allowance: "Carrot Cash" travel credit for your own trips.

• Flexible Work Mode: On-demand access to co-working spaces via FlexDesk AND a work-from-home allowance.

• Entrepreneurial Culture: A dynamic environment where pushing boundaries and taking risks is part of everyday life.

• Transparent Communication: Open exchanges with managers and the company's leadership team.

• Maximum Impact: Small, dynamic teams for concrete and direct impact.

Learn more about Hopper

At Hopper, our mission is to become the go-to travel platform globally – powering the Hopper mobile app, our website, as well as our B2B division, HTS (Hopper Technology Solutions). By leveraging massive amounts of data and advanced machine learning algorithms, Hopper combines its world-class travel agency offering with proprietary fintech products to bring transparency, flexibility, and savings to travelers around the world. We have developed several unique fintech solutions that address every challenge, from price volatility to travel disruptions, thus helping people travel better and save more.

The Hopper platform serves hundreds of millions of travelers and continues to gain market share all over the world. The Hopper app has been downloaded over 120 million times and has become particularly popular with young travelers – with 70% of its users belonging to Gen Z and millennials.

Although we are recognized as the premier travel app for Gen Z and millennials, Hopper has evolved significantly. Over the past few years, we have become a travel fintech provider, an e-commerce platform, and a global travel agency that powers some of the world's largest brands.

Through HTS, our B2B division, the company powers its partners' direct channels by integrating our fintech products into their sites or powering their end-to-end travel portals. Today, our partners include leading travel brands such as Capital One, Nubank, Air Canada, and many others.

Here are some statistics that demonstrate our recent growth:

• Billions of dollars in travel and travel fintech products are sold each year through Hopper and HTS channels.

• Our fintech products – including Cancel for Any Reason and Flight Disruption Assistance – show exceptionally high customer satisfaction (CSAT) scores, because the terms are always clear and customers benefit from instant resolutions, no questions asked.

• Nearly 30% of our app customers purchase at least one fintech product during their booking; and consumers are 1.6 times more likely to book again if they add a fintech option, compared to a travel-only purchase.

• Building on the success of its fintech products, Hopper launched the B2B HTS (Hopper Technology Solutions) initiative, which now represents more than 75% of the company's business.

• Thanks to HTS, any travel provider (airlines, hotels, banks, travel agencies, etc.) can seamlessly integrate and distribute Hopper's fintech or travel inventory on their own direct channels. As part of its first HTS partnership, the company partnered with Capital One to co-develop Capital One Travel, a new travel portal designed specifically for its cardholders. Other HTS partners include Air Canada, Uber, CommBank, Nubank, Flair Airlines, and several others.

• Hopper was named the #1 most innovative company in the travel sector by Fast Company. The Hopper app has exceeded 120 million downloads and continues to record millions of new installs each month. Hopper now ranks 3rd among the largest online travel agencies in North America.

• Hopper has raised over $750 million USD in private capital and is backed by some of the world's largest institutional investors and banks. HTS is ideally positioned to continue its growth as a leader in travel e-commerce, within an online shopping category that represents $1 trillion. The Hopper app and website will also remain the preferred choices for Gen Z and millennials for their travel needs.

This position uses automated decision-making systems to assess candidate suitability. In accordance with local regulations, you have the right to know the main factors used in this assessment, to request the correction of your data, or to request that a person review any automated decision. To exercise these rights, please contact [email protected].

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