Confidential

Vice President of Tax

Confidential Chicago, IL

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Summary

A leading multi state cannabis organization is seeking a senior tax executive to oversee and evolve its tax function within a highly regulated and rapidly changing industry. This role sits at the intersection of compliance, strategy, and operations and is critical to supporting growth, managing risk, and navigating the complex federal and state tax landscape unique to cannabis.

The executive will be responsible for guiding tax strategy across income and indirect taxes while partnering closely with finance and business leadership. This position offers the opportunity to influence enterprise level decisions including acquisitions, restructurings, and long term tax planning in a dynamic environment shaped by regulations such as IRS Section 280E.


Scope of Responsibility

Tax Strategy and Compliance

  • The role oversees federal, state, and local income and indirect tax compliance, including managing external tax service providers. Responsibilities include forecasting and managing tax payments, modeling tax impacts on profitability and cash flow, and ensuring accurate and timely filings across jurisdictions.


Financial Reporting and Controls

  • Ownership of quarterly and annual income tax provisions under ASC 740 is a core responsibility. The role will evaluate opportunities to transition the tax provision from a fully outsourced model to a more integrated co sourced or in house approach. Strengthening internal controls and mitigating exposure to penalties or reputational risk are key priorities.


Audit and Risk Management

  • The executive leads tax audit activities, acting as the primary coordinator for federal, state, and local examinations. This includes managing tax controversies, documenting key tax positions, and accounting for uncertain tax positions with clear period to period tracking.


Corporate Transactions and Advisory

  • This role serves as a strategic advisor on major corporate actions such as mergers and acquisitions, joint ventures, and restructurings. Responsibilities include leading tax due diligence, advising on transaction structures, managing tax attributes such as NOLs and credits, and clearly communicating tax implications to senior leadership.


Leadership and Collaboration

  • The position partners closely with finance leadership, FP&A, Treasury, business unit leaders, external auditors, and advisors. Building, developing, and mentoring a high performing tax team is a core expectation, along with driving process improvements and efficiency initiatives.


Candidate Profile

  • The ideal candidate is highly organized, hands on, and comfortable operating in complex organizational structures. They bring deep technical tax expertise combined with the ability to translate complexity into clear guidance for business leaders. A continuous improvement mindset and comfort working in an evolving regulatory environment are essential.Experience


Experience and Qualifications

  • Minimum of 12 years of progressive experience in public accounting and or corporate tax
  • Extensive knowledge of federal, state, and local tax regulations
  • Advanced expertise in ASC 740 including preparation and review of income tax provisions
  • Hands on experience managing IRS and state tax audits and controversies
  • Strong working knowledge of IRS Section 280E and its application to cannabis businesses
  • Demonstrated experience evaluating tax implications of M&A and corporate transactions
  • Proven track record managing uncertain tax positions
  • Experience building and leading tax teams
  • Bachelor’s degree in Accounting
  • CPA required with a Master’s in Taxation or Juris Doctor preferred

  • Seniority level

    Executive
  • Employment type

    Full-time
  • Job function

    Finance
  • Industries

    Retail and Manufacturing

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