Senior Director, Indirect Tax

Metropolis; Chicago (IL); On-site; USD 225,000 - 245,000; Full time

Benefits offered by this job

Healthcare benefits

401(k) plan

Disability insurance

Life insurance

Stock option plan

Bonus plans

Job summary

Metropolis is seeking a Senior Director of Indirect Tax to architect and scale our tax operations during rapid growth. You will own indirect tax strategy, system transformations, AI-driven analytics, and proactive risk management across sales/use tax, VAT/GST, and licensing.

You'll build a high-performing team, oversee filings across the US and Canada, and drive automation with tax engines like ONESOURCE and Vertex.

Qualifications

• 12+ years of indirect tax leadership experience in fast-growing tech, mobility, or marketplace companies.
• Proven track record building scalable indirect tax departments and automation.
• Expert knowledge of 50-state US sales/use tax and regulatory compliance, plus VAT/GST knowledge.

Responsibilities

• Build and mentor an indirect tax team of about 5 members for scale.
• Oversee preparation, review, and filing of indirect tax returns across states and Canada.
• Ensure accurate tax determinations, payments, and balance sheet reconciliations.
• Oversee audits, notices, assessments, and disputes with operations and compliance.
• Collaborate with Legal and external advisors on significant disputes.
• Establish controls, policies, and risk assessment across jurisdictions.
• Drive automation and standardization of tax processes for accuracy and efficiency.
• Leverage AI data tools to create dashboards monitoring compliance performance.
• Lead implementation of tax tech, including ONESOURCE, Vertex, and ERP integrations.

Skills

Leadership

Tax strategy

AI analytics

Data analytics

Executive communication

Education

Bachelor's degree in Accounting/Taxation

CPA

Tools

ONESOURCE

Vertex

ERP systems

Job description

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.

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 [e-mail] .

Voluntary Self-Identification

For government reporting purposes, we ask candidates to respond to the below self-identification survey.Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiringprocess or thereafter. Any information that you do provide will be recorded and maintained in aconfidential file.

As set forth in Metropolis’s Equal Employment Opportunity policy,we do not discriminate on the basis of any protected group status under any applicable law.

If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection.As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measurethe effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categoriesis as follows:

A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.

A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.

An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.

An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.