Senior Director, Indirect Tax

Posted Yesterday
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Chicago, IL, USA
In-Office
225K-245K Annually
Senior level
Artificial Intelligence • Computer Vision • Machine Learning • Payments • Real Estate • PropTech
Metropolis is an artificial intelligence company for the real world.
The Role
Leads the strategy, compliance, audits, reporting, controls, and technology transformation of indirect tax operations across U.S. states, Canada, and global jurisdictions. Builds and mentors a tax team, oversees sales/use tax, VAT/GST, parking and excise filings, manages disputes and risk, and implements tax engines, ERP integrations, AI analytics, dashboards, and automated compliance processes.
Summary Generated by Built In
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 Director of Indirect Tax to architect, build, and scale our indirect tax and compliance operations during our next phase of rapid growth. Serving as a key advisor to the VP of Tax, this leader will own indirect tax strategy, system transformations, AI-driven tax analytics, and proactive risk management across sales/use tax, VAT/GST, motor vehicle taxes, business licensing, and emerging regulatory obligations across new verticals.

What you'll do
  • Build and mentor a high-performing indirect tax team of approximately 5 tax team members, evaluating talent and designing an agile indirect tax department built for scale
  • Oversee the preparation, review, and timely filing of indirect tax returns, including sales and use tax, parking tax, VAT/GST, excise taxes, and other applicable indirect tax filings across all 50 states and Canada
  • Ensure accurate tax determination, tax payments, and monthly balance sheet account reconciliations of prepaid and accrued sales and use tax accounts to support financial statement reporting
  • Oversee indirect tax audits, notices, assessments, appeals, hearings, and dispute resolution activities while working closely with operations and compliance teams
  • Collaborate with Legal, external tax advisors, and other stakeholders on significant indirect tax disputes
  • Establish internal controls, indirect tax policies, and risk assessment methodologies across relevant taxing jurisdictions
  • Drive automation, standardization, and simplification of tax processes to improve accuracy, scalability, and efficiency
  • Leverage data analytics with proficient knowledge of AI to create reporting tools and dashboards to monitor compliance performance, identify exceptions, and support strategic decision-making
  • Lead the implementation and optimization of indirect tax technology, including tax engines (e.g., ONESOURCE, Vertex), enterprise resource planning (ERP) integrations, and automated compliance solutions
What we're looking for
  • 12+ years of progressive indirect tax leadership experience in fast-growing, high-volume tech, mobility, or marketplace companies
  • Bachelor's degree in Accounting, Taxation, or a related field
  • CPA required
  • Expert technical command of 50-state U.S. sales/use tax laws and regulatory compliance, with working knowledge of global VAT/GST and international indirect tax
  • Proven track record executing enterprise-grade tax engine implementations (e.g., ONESOURCE, Vertex) integrated into existing ERP Systems'
  • Advanced expertise or high capability in utilizing AI platforms (e.g., Claude AI) and data tools (e.g., Quad) for tax modeling, liability reporting, and operational automation
  • Executive presence, strategic visionary mindset, and high-energy leadership capable of driving organizational change and presenting directly to executive leadership
While not required, these are a plus:
  • Exposure to regulated parking industry tax and SOX Controls
  • Master's degree in taxation
  • Other relevant professional qualifications

4 Days in Office: 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

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 $225,000.00 USD to $245,000.00 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. #LI-WT1 #LI-Onsite

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, and pregnancy), national origin, disability, veteran status, or any other protected characteristic under federal, state, or local law.
We are committed to providing a welcoming, accessible hiring experience. If you need a reasonable accommodation for any part of the application or interview process, please reach out to us at [email protected].

Skills Required

  • 12+ years of progressive indirect tax leadership experience in fast-growing, high-volume technology, mobility, or marketplace companies
  • Bachelor's degree in Accounting, Taxation, or a related field
  • Certified Public Accountant (CPA) certification
  • Expert knowledge of 50-state U.S. sales and use tax laws and regulatory compliance
  • Working knowledge of global VAT/GST and international indirect tax
  • Experience implementing enterprise-grade tax engines such as ONESOURCE or Vertex with ERP systems
  • Advanced expertise or high capability using AI platforms such as Claude AI and data tools such as Quad for tax modeling, liability reporting, and automation
  • Executive presence, strategic vision, and leadership capability to drive organizational change and present to executive leadership
  • Experience with regulated parking industry tax and SOX controls
  • Master's degree in taxation
  • Other relevant professional qualifications

What the Team is Saying

Metropolis Technologies Compensation & Benefits Highlights

  • Healthcare Strength — Health insurance is described as subsidized for eligible staff, including medical, dental, vision, and mental-health support. Wellness initiatives and fitness programs further reinforce the breadth of care.
  • Leave & Time Off Breadth — Time off is characterized as flexible or generous (often unlimited for salaried roles), with paid holidays and premium pay when required to work them. Additional elements like volunteer time and sick leave are noted in some listings.
  • Retirement Support — A company 401(k) match is offered, signaling meaningful employer support for long‑term savings. This adds durable value to total rewards alongside salary and equity potential.

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The Company
HQ: Santa Monica, CA
23,100 Employees
Year Founded: 2017

What We Do

Metropolis Technologies, Inc. is an artificial intelligence company whose computer vision platform enables checkout-free payment experiences for the real world. Its proprietary AI-driven technology reaches more than 50 million customers while reducing costs, increasing transparency and capturing additional revenue for real estate partners. Following its take-private acquisition of SP+, Metropolis is now the largest parking network in North America with more than 4,000 locations. To learn more about Metropolis, please visit www.metropolis.io.

Why Work With Us

We’re not your typical technology company. We’re world-class software and hardware engineers, we’re neighborhood urbanists and operators, we’re caring customer support specialists, we’re nerdy data scientists and machine learning engineers, we’re designers and architects… and many things in-between and beyond.

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Metropolis Technologies Offices

OnSite Workspace

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.

Typical time on-site: None
HQSanta Monica, CA
Austin, TX
India
Chicago, IL
Nashville, TN
New York, NY
Seattle, WA
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