Jobs · Finance · Virginia

Director of Finance, Controller

Trump Winery · Charlottesville, VA · 1 mo ago
FinanceFull-time

Essential Duties

  • Lead and supervise all accounting operations: AP/AR, general ledger, financial statements, and tax compliance, licensing
  • Produce timely P&L statements, balance sheets, cash flow reports, and other financial analyses.
  • Develop annual operating and capital budgets with the General Manager and department leaders; track budget vs. actuals and deliver variance explanations and recommendations
  • Manage banking activity, cash flow monitoring, reconciliations, and weekly cash flow reporting; approve bank transactions, wires, ACH, and capex purchase requests
  • Maintain an organized accounting filing system and accurate chart of accounts
  • Cooky with external CPAs for annual tax returns, tax planning, and preparation of documentation for taxes and compliance
  • Issue annual 1099s and maintain compliance with all reporting deadlines.
  • Coordinate with external CPAs for annual tax returns, tax planning, and preparation of documentation for taxes and compliance
  • Oversee monthly, quarterly, and annual sales tax and excise tax filings (mostly through third-party software; some manual)

Requirements

  • Bachelor's degree in Accounting, Finance, Economics, or related equivalent experience
  • 5+ years of progressive accounting and financial experience
  • Experience in winery, hotel, agriculture, or hospitality a plus
  • Exceptional organizational skills, attention to detail, and ability to manage multiple deadlines
  • Strong communication skills and ability to collaborate across departments
  • Expertise in accounting software and advanced Excel skills
  • Ability to lead and mentor financial operations team

Benefits

  • Health Coverage: We cover 80% of the employee premium on our base medical plan and 40% for dependents. Choose from low-deductible and HSA-compatible options.
  • Dental & Vision: We pay 80% of dental and vision premiums
  • Generous Time Off: Enjoy 26 days of paid time off each year, combining vacation, sick time, and holidays.
  • Income Protection: Employer-paid short-term disability coverage.
  • Additional Voluntary Benefits: Optional employee-paid Life, AD&D, and Accident plans.
  • 401(k) Retirement Savings: After one year, 100% match on the first 3% you contribute and a 50% match on the next 3%.

About the Role

Trump Winery is seeking an experienced, detail-driven Director of Finance/Controller to lead all accounting and compliance functions across our winery and hospitality businesses. As a key member of the leadership team, this hands-on financial leader oversees accounting operations, financial reporting, budgeting, and compliance—ensuring financial integrity while providing strategic support for business growth. The role manages a two-person team (an AP/Purchasing specialist and a staff accountant) and partners closely with department leaders across the organization.

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