[Hiring] Senior Project Manager @Weekday AI

Role Description

We are seeking a seasoned Senior Project Manager to lead complex, cross-functional initiatives within a large enterprise environment. This role sits at the intersection of project execution, program coordination, and business operations. It requires strong autonomy, structured governance, and the ability to drive outcomes through influence and disciplined execution.

This is not a traditional IT-focused role. While initiatives may interface with enterprise platforms such as Salesforce, ServiceNow, ClickUp, Oracle P6, and Procore, the primary responsibility is to deliver measurable business outcomes, establish governance rigor, and ensure seamless coordination across multiple teams and stakeholders.

The ideal candidate thrives in ambiguity, can quickly create structure in fast-moving environments, and leads initiatives with minimal oversight while maintaining executive alignment.

• 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.

Qualifications

• 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.

Preferred Qualifications

• 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.

Contract Details

• Duration: 3-month contract with potential for extension
• Location: Remote (US-based; Denver, CO preferred)
• Schedule: Mountain Time
• Travel: Limited, as required for key stakeholder engagements