Cannabis Finance & Accounting Director — Multisite Leader

FlowerHire; Chicago (IL); On-site; USD 180,000 - 260,000; Full time

Job summary

Wishalicious in Chicago seeks a seasoned Director of Finance to lead day-to-day finance and accounting for a multi-entity cannabis organization. You will drive financial reporting, cash management, budgeting, payroll accounting, tax coordination, and internal controls while partnering with external advisors.

The role requires start-up style initiative, hands-on leadership, and the ability to translate complex financial data into actionable insights for senior leadership and operating teams.

Qualifications

• Bachelor's degree in accounting, finance, business administration, or a related field required.
• 8+ years of progressive accounting/finance experience, including 3+ years leading a team.
• Experience owning the finance function or serving as a senior finance leader in a multi-site, multi-entity company.
• Strong command of U.S. GAAP, month-end close, financial reporting, cash forecasting, budgeting, internal controls, and operational accounting.
• Experience in inventory-based retail, manufacturing, cultivation, or consumer products with complex cost accounting preferred.
• Cannabis industry experience is strongly preferred; direct cannabis industry experience is a plus.
• CPA or CMA designation preferred but not required.
• Must be at least 21 years of age and able to satisfy background checks.

Responsibilities

• Lead, coach, and develop the finance and accounting team; set service standards and review processes.
• Oversee bookkeeping and accounting for a portfolio of entities, bank accounts, retail locations, and cultivation/production operations.
• Own month-end and year-end close, reconciliations, journal entries, accruals, and consolidation of management reporting.
• Oversee cash reconciliations, POS activity, sales, payments, inventory, COGS, and cash at retail locations.
• Ensure accurate accounting for cultivation/production costs and intercompany allocations.
• Coordinate tax/financial data with external advisors; manage audits and reporting.
• Develop and improve accounting policies, internal controls, SOPs, and record-retention practices.
• Partner with operations to explain results and support data-informed decisions.

Skills

Leadership

GAAP knowledge

Financial reporting

Cash forecasting

Multi-entity accounting

Internal controls

Cost accounting

Cannabis industry experience

Education

Bachelor's degree in accounting, finance, business administration, or related field

Tools

Excel

ERP systems

Job description

Wishalicious in Chicago seeks a seasoned Director of Finance to lead day-to-day finance and accounting for a multi-entity cannabis organization. You will drive financial reporting, cash management, budgeting, payroll accounting, tax coordination, and internal controls while partnering with external advisors.

The role requires start-up style initiative, hands-on leadership, and the ability to translate complex financial data into actionable insights for senior leadership and operating teams.