Vice President, Strategic Initiatives

What you'll do

• 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 parking builds, big installs, 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 expert escalation point for strategic parking and asset management 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

What we're looking for

• 12+ years of progressive experience in operations, strategy, or project management inside the parking industry
• Extensive experience with big installs, asset management, and field-level leadership
• Demonstrated track record of owning complex, cross-functional projects from initiation through delivery within the parking or mobility sector
• 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
• Bachelor’s degree required
• 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

While not required, these are a plus:

• Specific experience in real estate or transportation technology industries
• Military or other high-accountability leadership backgrounds

Compensation: Anticipated base salary $225,000 - $260,000 USD annually, plus benefits including healthcare, 401(k), stock options, bonus plans.