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Senior Manager, Enterprise Systems Program Management

Metropolis

Chicago, Illinois, United States (New York, New York, United States) Remote permanent

Posted: March 17, 2026

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Quick Summary

We are building a team that will help drive innovation and growth in our artificial intelligence platform.

Job Description

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 Senior Manager, Enterprise Systems Program Management to support our next phase of growth. We are executing a large-scale Oracle ERP and Workday HCM systems implementation and transformation, and need an exceptional Senior Manager, Enterprise Systems Program Management to be the operational backbone of this program. You will bring structure, governance, and accountability to a complex, multi-workstream transformation — serving as the connection between Metropolis's senior business stakeholders and a large external consulting team. This is a high-visibility role for a seasoned professional who can design frameworks from scratch, lead difficult conversations, and drive delivery excellence across time zones.

What you'll do

• Use innovative processes, modern tools, and AI to build a PMO that accelerates and improves decision-making and reduces risk

• Build and operate the PMO from the ground up — governance structures, operating cadences, RAID logs, RACI matrices, dependency maps, integrated program plans, team on/offboarding, contractor invoicing and communications

• Own the master program timeline and performance tracking; enforce change control processes and apply Six Sigma/Lean principles to drive continuous improvement

• Lead cross-functional status meetings; hold internal teams and external consultants accountable to milestones and deliverables

• Actively manage workstream interdependencies, escalate blockers, and track program KPIs with full transparency to leadership

• Serve as the primary communication hub — synthesize program complexity into crisp executive dashboards, status updates, and board-ready presentations for C-suite and executive audiences

• Manage the day-to-day external consulting relationship: challenge quality, enforce contractual commitments, and ensure knowledge transfer reduces long-term dependency

• Maintain a robust risk register; apply root cause analysis to resolve issues before they hit the critical path

• Serve as the primary escalation point for cross-workstream conflicts, driving resolution with urgency and pragmatism

What we're looking for

• 7+ years in program/project management; 2+ years leading a PMO on enterprise technology transformations

• Direct ERP and/or HCM implementation experience (e.g., Workday, SAP, Oracle, Microsoft Dynamics)

• PMP certification and/or Six Sigma certification (Green Belt minimum; Black Belt preferred)

• Proven track record designing governance frameworks and managing large external consulting teams across concurrent workstreams

• Exceptional executive communication skills — able to engage confidently with C-suite and executive stakeholders

• Comfortable leading globally distributed teams across multiple time zones

While not required, these are a plus:

• Experience in high-growth technology or SaaS companies; PE- or VC-backed environments a plus

• Familiarity with Agile/hybrid delivery methodologies and change management frameworks (Prosci, ADKAR)

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 $180,000.00 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' 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. #LIWT1 #LI-Onsite

Metropolis values in-person collaboration to drive innovation, strengthen culture, and enhance the Member experience. Our corporate team members hold to our office-first model, which requires employees to be on-site at least four days a week, fostering organic interactions that spark creativity and connection

Metropolis may utilize an automated employment decision tool (AEDT) to assess or evaluate your candidacy for employment or promotion. AEDTs are used to assist in assessing a candidate’s application relative to the required job qualifications and responsibilities listed in the job posting.

As part of this process, Metropolis retains data relevant to your candidacy, including personal information, for a period that is reasonably necessary for the use of the tool. If you are hired for the position, your data may become part of your employee records.

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.

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