Director of Finance, Controller

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. This is an exciting opportunity to contribute to one of Virginia’s premier wineries while working in a collaborative and dynamic setting.

Position: Director of Finance, Controller

Location: Trump Winery, 20 minutes south of Downtown Charlottesville, 20 minutes north of Scottsville.

Wage: 90k- 130k per year- Depending on Experience

Schedule: Full-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.
• Coordinate 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.
• 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, argiculture, 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
  
  

Our Comprehensive Benefits Include

• 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%.
  
  

Trump Winery is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, national origin, disability, age, protected veteran status, or other categories protected by federal, state, and local law.

Trump Winery participates in the E-Verify Program (Identity and Employment Eligibility Verification) and uses E-Verify to confirm work authorization. Candidates must be eligible to work in the United States.

Este Empleador participa en E-Verify (Verificación de Documentos de Identidad y Elegibilidad de Empleo).

INDTWHP