Senior Project Manager

Weekday AI is seeking a seasoned Senior Project Manager to lead complex, cross-functional initiatives within a large enterprise environment. The role focuses on delivering measurable business outcomes and establishing governance while ensuring seamless coordination across multiple teams and stakeholders.

Responsibilities:

• Lead multiple concurrent enterprise initiatives spanning operations, process optimization, tooling adoption, analytics enablement, training, and organizational change
• Own initiatives end-to-end — from intake and discovery through execution, stabilization, and transition to steady-state ownership
• Translate high-level strategic objectives into detailed execution plans with defined scope, milestones, dependencies, risks, and measurable success criteria
• Establish and maintain disciplined governance frameworks, including project plans, Plan-Do-Check-Act cadences, RAID logs, decision registers, and escalation paths
• Develop executive-ready documentation outlining initiative structure, timelines, accountability models, and issue-resolution processes
• Serve as the primary coordination point across business leaders, operations teams, IT partners, and external vendors
• Facilitate structured workshops and stakeholder sessions to drive alignment and informed decision-making
• Deliver concise, outcome-driven updates to senior leadership, clearly articulating progress, impact, and risk posture
• Step into partially defined or mid-flight initiatives and rapidly create clarity, momentum, and accountability
• Identify delivery risks early and implement mitigation strategies proactively
• Collaborate with platform owners across systems such as ClickUp, Salesforce, ServiceNow, Oracle P6, and Procore without assuming direct system ownership

Requirements:

• 9+ years of progressive experience in project and/or program management within complex enterprise environments
• Proven track record leading cross-functional initiatives across diverse business units
• Strong ownership mindset with the ability to influence stakeholders without formal authority
• Excellent organizational, prioritization, and problem-solving capabilities
• Executive-level written and verbal communication skills
• Demonstrated experience producing high-quality governance documentation and delivery artifacts
• Experience operating across both project-level execution and program-level coordination
• Background in business transformation, operational improvement, or enterprise enablement initiatives
• Familiarity with Agile, hybrid, and traditional delivery methodologies
• PMP or equivalent certification preferred