Vice President, Strategic Initiatives

Metropolis•Philadelphia, PA

2d•$225,000 - $260,000•Onsite

About The Position

Metropolis is seeking a Vice President, Strategic Initiatives to serve as the Chief Commercial Officer’s primary operator for high-stakes, cross-functional projects that require senior judgment and decisive action. You are a high-accountability leader who thrives at the intersection of commercial ambition and operational execution, taking full ownership of complex initiatives like large-scale portfolio onboardings and enterprise-level system implementations without requiring constant oversight. As a peer to our Central Operations team, you will drive outcomes for our most critical projects, including the Six Flags portfolio and the One Beverly Hills launch. You are an expert at navigating ambiguity, leading diverse stakeholders across Finance, Product, and Operations, and utilizing AI-driven approaches to multiply your impact and compress project timelines.

Requirements

12+ years of progressive experience in operations, strategy, or project management
Experience with field-level and senior leadership exposure
Demonstrated track record of owning complex, cross-functional projects from initiation through delivery
Ability to communicate effectively with cross-functional stakeholders such as Finance, Product, and Commercial leaders to drive decisions
High accountability orientation with a focus on owning outcomes rather than tasks
Operate as an AI-native leader by using AI tools to synthesize information, draft communications, and summarize data
Experience implementing AI-driven approaches to automate reporting workflows and surface risks before they escalate
Ability to proactively pilot and validate new AI tools to improve project outcomes and team efficiency
Proven use of AI tools as a force multiplier for project status synthesis and cross-functional briefing preparation

Nice To Haves

Experience in the parking, real estate, or technology industries
Military or other high-accountability leadership backgrounds

Responsibilities

Own end-to-end project management for CCO-level strategic initiatives from scoping through performance review
Serve as the accountable, on-site leader for complex builds and launches where a senior Metropolis presence is required
Lead cross-functional alignment across Finance, Product, Operations, and Commercial stakeholders to secure multi-department buy-in
Develop project charters, milestone frameworks, and accountability structures calibrated to project complexity
Partner with Central Operations to oversee major property onboardings and serve as the escalation point for strategic decisions
Manage the project infrastructure for large-scale portfolio onboardings to ensure readiness standards are met
Drive the customer reporting improvement initiative across departments to deliver high-quality client-facing outputs
Serve as the CCO's proxy on workstreams requiring senior presence and executive sponsorship
Maintain the Operations OKR framework and data guide to ensure alignment with field-level performance
Identify emerging strategic needs and proactively scope new initiatives before they become urgent