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Senior Director, Indirect Tax

Metropolis - Chicago, IL, United States - Hybrid

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Salary: USD 225,000 - 245,000 / annual

Metropolis is building AI-driven technology to transform the real world, starting with parking and expanding into retail and hospitality. The company is seeking a Senior Director of Indirect Tax to architect and scale indirect tax and compliance operations during rapid growth. In this role, you will serve as a key strategic advisor to the VP of Tax, owning 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. Key responsibilities include: - Build and mentor a high-performing indirect tax team of approximately 5 members, 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 activities - Collaborate with Legal, external tax advisors, and stakeholders on significant indirect tax disputes - 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 for compliance monitoring and strategic decision-making - Lead implementation and optimization of indirect tax technology, including tax engines (ONESOURCE, Vertex) and ERP integrations The role requires 4 days in-office per week to foster collaboration and innovation. 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 - Working knowledge of global VAT/GST and international indirect tax - Proven track record executing enterprise-grade tax engine implementations (ONESOURCE, Vertex) integrated into 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

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