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Closed on July 11, 2026.

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Job Description

Trump Winery seeks a Director of Finance, Controller to oversee accounting, financial reporting, budgeting, and compliance across winery and hospitality operations onsite in Charlottesville, VA.

Responsibilities

  • Direct and oversee all accounting operations, including accounts payable and receivable, general ledger, financial statements, tax compliance, and licensing.
  • Prepare timely P&L statements, balance sheets, cash flow reports, and other financial analyses.
  • Collaborate with the General Manager and department heads to develop operating and capital budgets; monitor budget versus actuals and provide variance explanations and recommendations.
  • Oversee banking activities, monitor cash flow, perform reconciliations, and issue weekly cash flow reports; approve bank transactions, wire transfers, ACH payments, and capex purchase requests.
  • Maintain orderly accounting records and an accurate chart of accounts.
  • Coordinate with external CPAs for annual tax returns, tax planning, and preparation of documentation to support taxes and compliance.
  • Prepare and issue annual 1099s and ensure timely reporting compliance.
  • Oversee monthly, quarterly, and annual sales and excise tax filings, primarily through third‑party software with some manual processing.

Requirements

  • Bachelor's degree in Accounting, Finance, Economics, or an equivalent combination of education and experience.
  • Minimum five years of progressive accounting and financial experience.
  • Experience in winery, hotel, agriculture, or hospitality environments is a plus.
  • Strong organizational skills, attention to detail, and ability to manage multiple deadlines.
  • Excellent communication skills and a proven ability to collaborate across departments.
  • Proficiency with accounting software and advanced Excel skills.
  • Experience leading and mentoring a financial operations team.

Technologies

  • Advanced Excel
  • Accounting software

Benefits

  • Health coverage
  • Dental and Vision
  • Generous Time Off
  • Income Protection
  • Additional Voluntary Benefits
  • 401(k) Retirement Savings

Location

Trump Winery, onsite in Charlottesville, VA. The site is described as about 20 minutes south of Downtown Charlottesville and 20 minutes north of Scottsville.

Salary

USD 90,000 - 130,000 per year, depending on experience.

Schedule

Full-time

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