LeadStack Inc. is seeking an experienced Program Manager to drive high-impact People Technology initiatives. The ideal candidate will partner with business leaders and technology teams to ensure unified purpose and measurable impact on transformation programs.
Responsibilities:
- Lead end-to-end program delivery for complex, multi-year People Technology transformation initiatives involving platforms such as Workday, Greenhouse, Jira, Zendesk, and Confluence
- Execute strategic planning sessions and cross-functional prioritization with 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 to drive 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 finance and strategy teams to manage program budgets, track ROI, and optimize resource allocation across the technology portfolio
Requirements:
- 8+ years executing complex transformation programs in operations consulting, strategy, or enterprise technology
- 6+ years leading enterprise technology program delivery including HCM platforms such as Workday and 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 the ability to manage C-level stakeholders and translate complex technical or regulatory requirements into business impact
- Demonstrated experience managing technology vendors, procurement processes, and program budgets exceeding $1M annually
- Experience 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, develop sound recommendations, and align stakeholders around program goals
- Proven ability to translate strategy into tactical execution and successful delivery
- Experience championing AI and automation initiatives, identifying opportunities to leverage generative AI for process optimization and continuous improvement
- Demonstrates an empathetic leadership style, strong self-awareness, and commitment to operational excellence