Remote Position

[Remote] Program Manager - Workday M&A

๐ŸŒ Remote ยท United States ๐Ÿ’ผ Full-time

Note: The job is a remote job and is open to candidates in USA. The client is seeking an experienced Program Manager to lead high-impact People Technology initiatives and enterprise transformations. The role is responsible for program delivery, strategic planning, governance, cross-functional coordination, technology lifecycle management, risk mitigation, budgeting, and driving AI and automation initiatives.

Responsibilities

  • Lead end-to-end program delivery for complex, multi-year initiatives people technology transformations (Workday, Greenhouse, Jira, Zendesk, Confluence)
  • Execute strategic planning sessions and cross-functional prioritization with Corporate Engineering, IT, Privacy and Security leadership teams to align program roadmaps with business objectives
  • Manage program governance through biweekly and monthly strategic initiative reviews, risk assessments, and executive reporting that drives accountability and informed decision-making
  • Orchestrate cross-functional program teams spanning engineering, IT operations, security, privacy, compliance, and People stakeholders to ensure seamless program delivery
  • Drive enterprise technology lifecycle management including vendor selection, contract negotiations, system integrations, and sunset/migration planning
  • Execute operational excellence initiatives such as infrastructure optimization, business process automation, disaster recovery planning, and performance monitoring implementations
  • Proactively manage program risks and dependencies, implementing course corrections and stakeholder communications to keep initiatives on track
  • Partner with fi nance and strategy teams to manage program budgets, track ROI, and optimize resource allocation across the technology portfolio

Skills

  • 8+ years executing complex transformation programs in operations consulting, strategy, or enterprise technology
  • 6+ years leading enterprise technology program delivery including HCM platforms (Workday, Greenhouse)
  • Proven track record executing full-cycle transformations from business case development through implementation, change management, and operational handoff
  • Experience leading privacy and security programs such as GDPR/CCPA compliance, security framework implementations, identity management systems, or data governance initiatives
  • Strong executive communication skills with ability to manage up to C-level stakeholders and translate complex technical and regulatory requirements into business impact
  • Demonstrated experience managing technology vendors, complex procurement processes, and success managing technology budgets exceeding $1M annually
  • Track record coordinating cross-functional teams across IT, Engineering, Security, Privacy, Compliance, Finance, HR, and business operations
  • Strong business acumen with the ability to identify strategic needs, lead all aspects of planning with sound business recommendations, and generate alignment with key business partners
  • Forward-thinking strategist with proven success in translating strategy to tactical plans with high-quality execution and delivery
  • Champion AI and automation initiatives across the enterprise, identifying opportunities to leverage generative AI for process optimization and implementing solutions and a commitment to continuous improvement and pursuit of excellence
  • An empathetic leader style and a strong sense of self-awareness

Company Overview

  • Cypress HCM is a staffing and recruiting company providing technology and creative recruiting solutions. It was founded in 2005, and is headquartered in Walnut Creek, California, USA, with a workforce of 51-200 employees. Its website is http://cypresshcm.com.
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