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