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Salary: USD 225,000 - 245,000 / annual
Metropolis Technologies is seeking a Senior Director of Indirect Tax to architect, build, and scale indirect tax and compliance operations during rapid growth. Reporting to the VP of Tax, you 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.
Key responsibilities include:
• Build and mentor a high-performing indirect tax team of approximately 5 members, evaluating talent and designing an agile department built for scale
• Oversee preparation, review, and timely filing of indirect tax returns across all 50 states and Canada, including sales and use tax, parking tax, VAT/GST, and excise taxes
• Ensure accurate tax determination, tax payments, and monthly balance sheet reconciliations of prepaid and accrued sales and use tax accounts
• Oversee indirect tax audits, notices, assessments, appeals, hearings, and dispute resolution while collaborating with operations and compliance teams
• Establish internal controls, indirect tax policies, and risk assessment methodologies across relevant jurisdictions
• Drive automation, standardization, and simplification of tax processes to improve accuracy, scalability, and efficiency
• Leverage data analytics and AI to create reporting tools and dashboards monitoring compliance performance and supporting strategic decision-making
• Lead implementation and optimization of indirect tax technology, including tax engines (ONESOURCE, Vertex) and ERP integrations
• Collaborate with Legal and external tax advisors on significant indirect tax disputes
Metropolis is pioneering the Recognition Economy, transforming parking into a seamless experience and expanding its intelligence layer across retail and hospitality. The company operates an office-first model requiring four days per week on-site in Chicago.
Requirements:
• 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 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 (ONESOURCE, Vertex) integrated into existing ERP systems
• Advanced expertise or high capability in utilizing AI platforms (Claude AI) and data tools (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 to executive leadership
Plus factors (not required):
• Exposure to regulated parking industry tax and SOX Controls
• Master's degree in taxation
• Other relevant professional qualifications
