Director Of Risk Management Jobs in Rutland, VT (NOW HIRING)

Located in the serene hills of Barnard, Vermont, Twin Farms is a private, all-inclusive luxury resort exclusively for adults. Set on 300 acres of pristine countryside, the resort is renowned for its Forbes Five-Star hospitality, exceptional farm-to-table dining, and deeply personalized service.

Since opening in 1993, Twin Farms has been defined by timeless standards of excellence and a genuine commitment to thoughtful, detail-driven hospitality. Our team members are at the heart of the guest experience, bringing integrity, care, and pride to everything they do.

Twin Farms is an equal opportunity employer and is committed to providing a workplace free from discrimination and harassment in accordance with all applicable laws.

The Director of Finance plays a key leadership role in guiding the financial health and long-term strategy of Twin Farms. This position is responsible for overseeing all financial operations, ensuring accuracy and transparency in reporting, and partnering with leadership to support thoughtful growth, capital planning, and operational decision-making.

This role blends hands-on financial oversight with forward-looking analysis, supporting both day-to-day operations and longer-term strategic initiatives. The Director of Finance will work closely with the Accounting Manager and department leaders to strengthen financial processes, improve visibility into performance, and ensure the property operates efficiently and sustainably.

Financial Oversight & Reporting

• Oversee all accounting functions including general ledger, accounts payable, payroll, and financial reporting
• Ensure accuracy and timeliness of monthly, quarterly, and annual financial statements
• Maintain strong internal controls and a transparent system of checks and balances
• Coordinate and oversee annual audits, tax filings, and regulatory compliance
• Review and analyze financial performance, identifying trends and areas for improvement

Budgeting, Forecasting & Analysis

• Lead the annual budgeting process and ongoing financial forecasting
• Develop and maintain financial models to support operational and strategic decision-making
• Provide variance analysis and actionable insights to leadership
• Support department heads in managing budgets and understanding financial performance
• Evaluate cost structures and identify opportunities for efficiency and expense control

Strategic & Operational Support

• Partner with leadership on long-range planning, capital investments, and business strategy
• Support financial aspects of construction, renovation, and capital projects including budgeting, cash flow, and ROI analysis
• Assist in evaluating new opportunities, partnerships, or operational initiatives
• Provide financial insight into pricing, labor, and operational decisions

Cash Management & Banking

• Oversee cash flow management and forecasting
• Maintain and strengthen banking and lender relationships
• Ensure appropriate liquidity to support operations and capital needs

Team Leadership & Collaboration

• Provide oversight and support to the Accounting Manager and accounting team
• Foster a collaborative, accountable, and detail-oriented finance function
• Work cross-functionally with operations, HR, and department leaders
• Promote a culture of financial awareness and accountability across the organization

• Bachelor’s degree in accounting, Finance, or related field (CPA or MBA a plus)
• 7–10+ years of progressive experience in finance or accounting, preferably within hospitality or a similar operating environment
• Strong knowledge of financial reporting, budgeting, and internal controls
• Experience with financial modeling, forecasting, and strategic analysis
• Familiarity with hotel or resort operations strongly preferred
• High level of accuracy, organization, and attention to detail
• Strong communication skills with the ability to translate financial data into clear insights
• Ability to manage multiple priorities and adapt in a dynamic environment

• On-site presence expected 2–3 days per week
• Fast-paced, hands-on environment requiring both strategic thinking and operational involvement
• Close collaboration with leadership and department teams across the property

Compensation: $110,000 - $130,000

• Health, dental, and vision insurance with employer contributions
• Complimentary life insurance
• 401(k) retirement plan with employer match
• Paid vacation, holidays, and sick time
• Employee Assistance Program (EAP) with confidential support and resources
• Relocation and travel assistance for select roles
• Daily staff meal
• Training, professional development, and tuition assistance
• Employee referral bonuses
• Exclusive dining and lodging privileges

Because taking care of our people isn’t a perk, it’s a tradition.