Demo

Vice President, Enterprise Systems Transformation

Metropolis
Chicago, IL Full Time
POSTED ON 8/5/2025
AVAILABLE BEFORE 9/30/2025

The Company

Metropolis is an artificial intelligence company that uses computer vision technology to enable frictionless, checkout-free experiences in the real world. Today, we are reimagining parking to enable millions of consumers to just "drive in and drive out." We envision a future where people transact in the real world with a speed, ease and convenience that is unparalleled, even online. Tomorrow, we will power checkout-free experiences anywhere you go to make the everyday experiences of living, working and playing remarkable - giving us back our most valuable asset, time.

The Role

Metropolis Technologies is seeking an experienced and dynamic Vice President of Enterprise Systems Transformations to lead our enterprise-wide transformation, encompassing the implementation of Oracle Fusion ERP and Workday HCM. This is a highly critical and visible role, responsible for the successful end-to-end delivery of integrated financial, human capital, and operational systems. The ideal candidate will be a seasoned program leader with a proven track record of navigating complex, multi-vendor implementations, mitigating risks, and driving significant organizational change to achieve strategic business outcomes.

Responsibilities

  • Program Leadership and Strategy
    • Define and articulate the overall program vision, strategy, scope, objectives, and success metrics for the integrated Oracle ERP and Workday HCM implementation
    • Develop and manage a comprehensive, integrated program plan, including detailed timelines, resource allocation, and budget across ERP and HCM workstreams
    • Ensure the program aligns with Metropolis's overarching business strategy, financial goals, and enterprise readiness objectives
  • Risk Management and Value Realization
    • Proactively identify, assess, and mitigate program risks, with a critical focus on preventing "shelfware" by aligning system readiness and adoption with contractual capacity commitments
    • Develop and implement strategies to ensure maximum value realization from our significant investments in Oracle and Workday, driving optimal utilization and ROI
    • Manage and resolve complex issues, dependencies, and conflicts that arise across the program
  • Vendor and Partner Management
    • Lead and manage relationships with external systems integrators (SIs), third-party consultants, and software vendors (Oracle, Workday)
    • Oversee vendor performance, ensuring adherence to contracts, SOWs, and service level agreements (SLAs)
    • Act as the primary point of contact for high-level commercial and strategic discussions with key vendors
  • Integration and Architecture Oversight
    • Provide strategic oversight for the design and implementation of seamless
      integrations between Oracle ERP, Workday HCM, and other critical enterprise applications
    • Ensure data integrity, consistency, and security across all integrated systems
    • Guide the overall solution architecture to meet current and future business needs
  • Team Leadership and Development
    • Build, mentor, and lead a high-performing, cross-functional internal core project team (comprising functional leads, data specialists, change managers, etc.)
    • Foster a collaborative environment between internal teams, external consultants, and vendors
    • Champion knowledge transfer from external partners to build sustainable internal capabilities
  • Stakeholder Engagement and Communication
    • Establish and manage a robust program governance structure, including regular reporting and presentations to the CEO, ELT, and Steering Committee
    • Act as the primary communication conduit for all program updates, challenges, and successes to executive leadership and the broader organization
    • Drive organizational change management (OCM) efforts, ensuring effective communication, training, and stakeholder engagement to maximize user adoption

Qualifications

  • Bachelor's degree in Business Administration, Information Technology, Finance, Human Resources, or a related field. An MBA or advanced degree is preferred
  • 15 years of progressive experience in IT and business leadership roles, with at least 8-10 years directly managing large-scale, complex ERP and HCM implementation programs.
  • Demonstrated, hands-on experience leading successful, full lifecycle implementations of both Oracle Fusion ERP (or a comparable tier-1 ERP such as SAP S/4HANA) and Workday HCM
  • Proven experience managing multi-vendor environments and complex system integrations
  • Experience in a high-growth, pre-IPO, or publicly traded company environment is highly desirable
  • Exceptional program management skills, with a deep understanding of methodologies (Agile, Waterfall, Hybrid) and governance best practices
  • Strong financial acumen, including experience managing multi-million dollar program budgets, forecasting, and a clear understanding of ROI
  • Superior leadership, negotiation, problem-solving, and decision-making abilities
  • Outstanding written and verbal communication skills, with the ability to articulate complex technical and business concepts to diverse audiences, including executive leadership
  • Proven ability to influence, collaborate, and build strong relationships with stakeholders at all levels of the organization and with external partners
  • Strategic thinker with the ability to translate business objectives into actionable program plans
  • PMP, PgMP, or other relevant program management certifications are a plus

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 is $255,000.00 - $280,000.00 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. #LI-WT1 #LI-Onsite

Metropolis Technologies is an equal opportunity employer. We make all hiring decisions based on merit, qualifications, and business needs, without regard to race, color, religion, sex (including gender identity, sexual orientation, or pregnancy), national origin, disability, veteran status, or any other protected characteristic under federal, state, or local law.

Salary : $255,000 - $280,000

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