Senior Manager, Global Payroll Systems & Equity Operations

About The Role

As the Senior Manager of Global Payroll Systems & Equity Operations at HTS, you will serve as a player-coach reporting to the Head of People Operations & Workforce Technology to modernize and scale our workforce compensation infrastructure. Sitting on the leadership team, your mandate is to transition the function away from manual, multi-vendor handoffs into an automated, highly scalable operating model that maximizes systemic efficiency without proportional headcount growth. This high-visibility role uniquely blends global cross-functional system design with hands-on execution to directly mitigate operational and financial risk.

What Would Your Day-to-Day Look Like

• 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

• 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

• Well-funded and proven startup with large ambitions, competitive salary and the upsides of pre-IPO equity packages.
• Unlimited PTO.
• Carrot Cash travel stipend.
• Access to co-working space on demand through FlexDesk AND Work-from-home stipend.
• Please ask us about our very generous parental leave, much above industry standards!

More About Hopper

• At Hopper, we are on a mission to become the leading travel platform globally – powering Hopper’s mobile app, website and our B2B business, HTS (Hopper Technology Solutions).
• We leverage massive amounts of data and advanced machine learning algorithms to combine our world-class travel agency offering with proprietary fintech products to bring transparency, flexibility and savings to travelers globally.
• We have developed several unique fintech solutions that address everything from pricing volatility to trip disruptions – helping people travel better and save more on their trips.
• The Hopper platform serves hundreds of millions of travelers globally and continues to capture market share around the world.
• The Hopper app has been downloaded over 120 million times and has become largely popular among younger travelers – with 70% of its users being Gen Z and millennials.
• While everyone knows us as the Gen Z and Millennial travel app, Hopper has evolved to become much more than that. In recent years, we’ve grown into a travel fintech provider, commerce platform, and global travel agency that powers some of the world’s largest brands.
• Through HTS, our B2B division, the company supercharges its partners’ direct channels by integrating our fintech products on their sites or powering end-to-end travel portals.
• Today, our partners include leading travel brands like Capital One, Nubank, Air Canada, and many more.
• Here are just a few stats that demonstrate the company’s recent growth:
• Billions of dollars worth of travel and travel fintech are sold through Hopper and HTS’ channels every year.
• Our fintech products – including Cancel for Any Reason and Flight Disruption Assistance – have exceptionally strong CSAT because the terms are always clear, and customers receive instant, no-questions-asked resolutions.
• Almost 30% of our app customers purchase at least one fintech product when making a booking; and consumers are 1.6x more likely to repurchase if they add fintech to their booking vs if they booked just travel.
• Given the success of its fintech products, Hopper launched a B2B initiative, HTS (Hopper Technology Solutions), which represents more than 75% of the business.
• Through HTS, any travel provider (airlines, hotels, banks, travel agencies, etc.) can integrate and seamlessly distribute Hopper’s fintech or travel inventory on their direct channels.
• As its first HTS partnership, the company partnered with Capital One to co-develop Capital One Travel, a new travel portal designed specifically for cardholders.
• Other HTS partners include Air Canada, Uber, CommBank, Nubank, Flair Airlines and many more.
• Hopper has been named the #1 most innovative company in travel by Fast Company.
• Hopper has been downloaded over 120 million times and continues to have millions of new installs each month.
• Hopper is now the #3 largest online travel agencies in North America and 70% of our app customers are Gen-Z and millennials travelers.
• Hopper has raised over $750 million USD of private capital and is backed by some of the largest institutional investors and banks in the world.
• HTS is primed to continue its growth as the leading travel ecommerce provider in a $1 trillion online shopping category.
• The Hopper app and website will also continue to be the preferred travel provider for Gen Z and Millennials.