Senior Director of Indirect Tax

Metropolis; Chicago (IL); Hybrid; USD 180,000 - 320,000; Full time

Benefits offered by this job

Health insurance

Equity options

Wellness benefits

401(k) match

Parental leave

Unlimited PTO

Job summary

Metropolis seeks a Senior Director of Indirect Tax to architect, build, and scale our indirect tax operations for rapid growth. This leader advises the VP of Tax, owns strategy, and drives system transformations, AI analytics, and proactive risk management across sales/use tax, VAT/GST, and regulatory obligations.

You will build and mentor a team of about 5 tax professionals, oversee multi-jurisdiction filings, and partner with Legal and external advisors on disputes.

Qualifications

• 12+ years of progressive indirect tax leadership experience in fast-growing tech or marketplace companies.
• Expert command of 50-state U.S. sales/use tax and regulatory compliance; knowledge of VAT/GST.
• Experience implementing enterprise tax engines (ONESOURCE, Vertex) integrated with ERP.
• Executive presence and ability to present to C-suite leadership.
• CPA and advanced taxation education strongly preferred.

Responsibilities

• Architect and scale indirect tax strategy, systems, and AI-driven analytics.
• Oversee filings across 50 states and Canada, including sales/use tax, VAT/GST, excise, and parking tax.
• Lead a team of ~5 indirect tax professionals and drive automation for accuracy and efficiency.
• Manage audits, disputes, and risk with cross-functional collaboration.
• Implement internal controls, policies, and SOX-aligned processes.

Skills

AI analytics

Tax technology

Data analytics

Indirect tax leadership

ERP integrations

Education

Bachelor’s degree in Accounting/Taxation

CPA

Master’s degree in Taxation

Tools

ONESOURCE

Vertex

ERP systems

Quad

Claude AI

Job description

• 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
• 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

Benefits

• We subsidize high-quality health insurance coverage for full-time and hourly employees
• Equity options - We offer ownership opportunities through stock options
• Wellness benefits - A wellness program designed to support a variety of needs
• Health insurance - We subsidise high-quality health insurance coverage for full-time and hourly employees
• 401(k) match - Plan for your future with a 4% company match
• Parental leave - Receive support prior to, during leave, and as you transition back to work
• Time off - Unlimited PTO for salaried employees, and a generous PTO package for our hourly employees
• Paid holidays - We observe major holidays with company-wide closures, and double hourly rates for those who work
• Hybrid environment - Magic happens face to face, but we support a flexible working model

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 automationProven track record executing enterprise-grade tax engine implementations (e.g., ONESOURCE, Vertex) integrated into existing ERP Systems’12+ years of progressive indirect tax leadership experience in fast-growing, high-volume tech, mobility, or marketplace companiesExpert technical command of 50-state U.S. sales/use tax laws and regulatory compliance, with working knowledge of global VAT/GST and international indirect taxBachelor’s degree in Accounting, Taxation, or a related fieldCPA requiredExecutive presence, strategic visionary mindset, and high-energy leadership capable of driving organizational change and presenting directly to executive leadershipOther relevant professional qualificationsMaster’s degree in taxationExposure to regulated parking industry tax and SOX Controls