Vice President of Operations Enablement

Vice President of Operations Enablement

Chicago, Illinois, United States

Who We Are

The real world is the next frontier, and at Metropolis, we are creating the artificial intelligence to make it responsive. We are pioneering the Recognition Economy a future where mundane repetition disappears and being known unlocks access, comfort and belonging everywhere you go. From transforming parking into a seamless drive-in, drive-out experience for millions of Members to expanding our intelligence layer across retail and hospitality, we are building a world that feels instinctive and magical. The future isn't coming; it's here, and we need builders, innovators and problem solvers to help us create it.

Who You Are

Metropolis is seeking a Vice President of Operations Enablement to build the connective tissue that makes our operators, partners, and internal teams more effective. Reporting directly to the SVP of Central Ops, you will sit at the intersection of strategy and execution, translating a complex, rapidly evolving business into the processes, programs, and playbooks that let Metropolis operate at scale. You are a senior leader who has built from the ground up before and knows what it takes to drive operator adoption and team readiness in a fast-paced environment.

In this role, you will lead and develop three high-impact teamsLearning, Launch, and Marketingaligning their roadmaps to the broader goals of Central Ops. You will architect the frameworks and tools that drive go-to-market execution, partner cross-functionally with Product, Sales, and Operations to close capability gaps, and establish the reporting infrastructure needed to track enablement effectiveness.

What You'll Do

• Lead and develop three high-impact teams Learning, Launch, and Marketing aligning their roadmaps and outputs to the broader goals of Central Ops and the business
• Architect and own the enablement strategy, including the frameworks, programs, and tools that drive operator adoption, team readiness, and go-to-market execution
• Partner cross-functionally with Product, Sales, and Operations to identify gaps in capability, process, or knowledge and build solutions that close them at scale
• Establish metrics and reporting infrastructure to track enablement effectiveness, using data to continuously iterate and improve what your teams deliver
• Lead the design and execution of launch programs that bring new markets, features, and products to life with speed and consistency
• Build and manage a learning function that onboards, trains, and continuously develops operators and internal stakeholders at every stage of the lifecycle
• Shape the marketing function within your team to produce content, campaigns, and materials that enable operators and drive platform engagement
• Serve as a senior leader within Central Ops, contributing to organizational planning, headcount decisions, and the team's long-term vision

What We're Looking For

• 10+ years of experience in operations, enablement, go-to-market, or a related function
• 3+ years managing multi-disciplinary teams
• Proven track record of building processes and systems in a high-growth startup or scale-up environment while operating with ambiguity
• Deep experience owning or overseeing learning & development, launch operations, or marketing functions
• Design programs as a systems thinker to ensure solutions scale and prevent recurring problems
• Act as an excellent communicator and cross-functional partner who earns trust quickly and influences without authority
• Demonstrate the ability to hire, develop, and retain top talent across different functions and team cultures
• Experience leveraging AI tools to transform static workflows into responsive, high-output processes

While Not Required, These Are A Plus:

• Experience at a marketplace, mobility, proptech, or infrastructure company enabling a complex external operator or partner base
• Familiarity with building or scaling a learning management system (LMS), enablement platform, or knowledge base
• Background including both operator-facing and internal enablement across different audiences

When you join Metropolis, you'll join a team of world-class product leaders and engineers, building an ecosystem of technologies at the intersection of parking, mobility, and real estate. Our goal is to build an inclusive culture where everyone has a voice and the best idea wins. You will play a key role in building and maintaining this culture as our organization grows. The anticipated base salary for this position is $170,000.00 USD to $200,000.00 USD annually. The actual base salary offered is determined by a number of variables, including, as appropriate, the applicant's qualifications for the position, years of relevant experience, distinctive skills, level of education attained, certifications or other professional licenses held, and the location of residence and/or place of employment. Base salary is one component of Metropolis's total compensation package, which may also include access to or eligibility for healthcare benefits, a 401(k) plan, short-term and long-term disability coverage, basic life insurance, a lucrative stock option plan, bonus plans and more.