Executive Assistant - Twin Farms

About the role

Twin Farms is a private, all-inclusive luxury resort located in the serene hills of Barnard, Vermont. The company is renowned for its Forbes Five-Star hospitality, exceptional farm-to-table dining, and personalized service. Twin Farms is not open to the public and offers an intimate, all-inclusive guest experience. Founded in 1993, Twin Farms is committed to excellence and thoughtful, detail-driven hospitality. The Executive Assistant will support the Managing Director and play a crucial role in managing priorities, communications, meetings, projects, and follow-through.

Responsibilities

• Manage the Managing Director’s calendar, meetings, travel, and daily priorities.
• Cook up and coordinate meetings, agendas, materials, logistics, and follow-up.
• Maintain correspondence and identify time-sensitive matters.
• Prepare reports, presentations, meeting notes, and executive communications.
• Track decisions, deadlines, commitments, and action items.
• Support communication between the Managing Director and department leaders.
• Follow up with leaders and stakeholders to maintain momentum and accountability.
• Cook up travel, itineraries, reservations, and expenses.
• Aid in confidential employee, operational, financial, and strategic matters.
• Support special projects, property initiatives, events, and leadership priorities.
• Review documents and communications for accuracy, tone, and completeness.
• Anticipate conflicts, operational needs, and upcoming deadlines.
• Provide occasional support outside normal business hours when urgent matters arise.

Qualifications

• At least three years of executive, administrative, hospitality, or senior-level support experience.
• Exceptional organization, time management, and attention to detail.
• Strong written and verbal communication skills.
• Demonstrated ability to handle confidential information.
• Ability to manage competing priorities and work independently.
• Proficiency with Microsoft Outlook, Word, Excel, PowerPoint, Teams, and shared document systems.
• Experience coordinating executive calendars, meetings, travel, and projects.
• Strong judgment, adaptability, follow-through, and problem-solving skills.
• Ability to influence outcomes and build alignment without direct authority.

Leadership and Communication Expectations

• Represent the Managing Director and Twin Farms with professionalism, warmth, and discretion.
• Build trusted relationships across departments.
• Communicate clearly, respectfully, and promptly.
• Remain composed and resourceful as priorities shift.
• Exercise sound judgment when acting independently or escalating concerns.
• Protect the Managing Director’s time while remaining approachable and responsive.
• Encourage timely follow-through and accountability in a collaborative manner.
• Navigate complex or sensitive situations with maturity and discretion.
• Take full ownership of assigned responsibilities through completion.

Benefits

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