Hopper

Senior Manager, Global Payroll Systems & Equity Operations

Hopper$120K — $150K *
US-Anywhere
+ 8 other locationsRemote
Business Services
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • Proven experience managing multi-country payroll operations, including EOR, PEO, and local provider frameworks.
  • Familiarity with equity platforms like Shareworks and managing equity grant lifecycles.
  • Track record of designing HRIS integrations and optimizing workflows to reduce manual processes.
  • Deep knowledge of payroll controls, financial compliance, and audit readiness.
  • Experience managing a remote operational team while acting as a technical expert.
  • Analytical mindset to turn operational data into actionable decisions.

Responsibilities

  • Own the global payroll operating model involving employees, contractors, and various service providers.
  • Manage and develop a small team while ensuring high operational standards.
  • Lead employee equity administration in Shareworks, including grant processing and reconciliations.
  • Implement automation to reduce manual data transfers and minimize exceptions.
  • Collaborate with HR Technology, IT, and Finance for payroll platform improvements.
  • Enhance compliance protocols and payroll controls to mitigate risks.
  • Establish processing calendars and metrics to assess accuracy and effectiveness.

Benefits

  • Competitive salary and pre-IPO equity options in a well-funded startup.
  • Unlimited PTO for a balanced work-life integration.
  • Travel stipend for flexible working conditions.
  • Access to co-working spaces and a work-from-home stipend.
  • Generous parental leave policies exceeding industry norms.
  • Entrepreneurial culture encouraging innovation and risk-taking.
  • Direct communication with management and leadership teams.
  • Impactful work in small, dynamic teams.
  • Comprehensive medical, dental, and vision coverage fully paid by employer.
  • Access to disability and life insurance options.
  • Health Reimbursement Account (HRA) provision.
  • Flexible spending accounts and optional 401k plan.
Full Job Description
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.
An ideal candidate has
  • 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!.
  • Entrepreneurial culture where pushing limits and taking risks is everyday business.
  • Open communication with management and company leadership.
  • Small, dynamic teams = massive impact.
  • 100% employer paid Medical, Dental and Vision coverage for employees.
  • Access to Disability & Life insurance.
  • Health Reimbursement Account (HRA).
  • DCA/ FSA and access to 401k plan.


#LI-REMOTE

About Hopper

Hopper is a travel booking app that uses big data to predict and analyze airfare and accommodations. The app provides personalized recommendations and alerts users when prices are expected to rise or fall. Hopper was founded in 2007 and is headquartered in Montreal, Canada. The company has raised over $400 million in funding and has been recognized as one of the most innovative companies in travel.
Learn more about Hopper
Size
1,000 employees
Industry
Founded
2007

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