Senior Manager, People Products (Workday)

ToastToronto, ON
Hybrid

About The Position

Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy. Our People Products (HR Tech) team is transforming how Toast scales. We’re moving beyond traditional HR support to a product operating model—buying, building, and integrating the tools that define the "Toaster" experience. Our mission is to make our internal technology a key reason why people choose to join and stay at Toast. Are you a technical leader who thrives at the intersection of employee experience and scalable technology? As the Senior Manager, Workday, you will be the Product Owner for Workday and a strategic partner for our IT organization. You will lead a global team (US & India) to bridge product management principles with Workday expertise. You’ll drive the roadmap for our core systems, champion AI-forward strategies, and ensure our tech stack evolves as fast as our business. Note to Applicants: We are prioritizing candidates located in the EST or CST time zones, with a strong preference for those based near our hubs in Boston, MA and Toronto, ON.

Requirements

  • 10+ years in HR technology, with deep mastery of Workday HCM and Talent modules.
  • Bachelor’s degree in Info Systems, Business, HR, or a related field.
  • A "people-first" leader with a proven track record of managing global teams and large-scale system implementations.
  • Experience in hyper-growth environments; able to navigate ambiguity with resilience and a positive "can-do" attitude.
  • Strong understanding of Workday Architecture, APIs, and product management/Agile practices.

Nice To Haves

  • Master’s degree in a relevant field.
  • Experience maturing SOX compliance processes in a public company environment.
  • Familiarity with broader HR tech ecosystems and complex third-party integrations.

Responsibilities

  • Lead the development and presentation of annual product strategies to immediate leadership, ensuring alignment with the broader People Products portfolio while driving quarterly execution focused on high-impact automation.
  • Partner with cross-functional stakeholders to architect a robust Workday ecosystem designed for scale, translating the aligned roadmap into actionable bi-annual roadmaps.
  • Recommend AI-forward initiatives and system optimizations that modernize the "Toaster" employee experience and streamline internal workflows.
  • Orchestrate deep partnerships with IT and Security to manage SOX compliance, complex audits, and seamless integrations, ensuring a secure and efficient operational foundation.
  • Apply product management methodologies to implement enhancements and stay ahead of HR tech trends.
  • Lead selection, negotiations, and management of third-party SaaS partners to maximize ROI.
  • Build and manage a high-performing global team, fostering a culture of innovation, accountability, and customer-centricity.
  • Manage workload distribution and product backlogs while modeling Toast values.
  • Oversee Workday ticket management, configuration, testing, and troubleshooting to provide world-class global support.
  • Ensure security, compliance (including SOX), and seamless system upgrades.
  • Lead the technical execution of critical cycles like Open Enrollment, Performance Reviews, and Compensation Planning.

Benefits

  • competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry.
  • total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs.
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