Executive Assistant - Twin Farms

Twin Farms is a private, all-inclusive luxury resort located in the serene hills of Barnard, Vermont. Founded in 1993, Twin Farms is known for its Forbes Five-Star hospitality, farm-to-table dining, and personalized service. The resort is committed to thoughtful, detail-driven hospitality and is an equal opportunity employer.

About the role

The Executive Assistant supports the Managing Director, managing their calendar, meetings, travel, and daily priorities. They coordinate meetings, prepare reports, and support communication between the Managing Director and department leaders. The role also assists with confidential matters and coordinates special projects and events.

Responsibilities

• Manage the Managing Director's calendar, meetings, travel, and daily priorities
• Cook up and distribute meeting agendas, materials, and follow-up
• Monitor 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 and distribute 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
• Occasionally 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
• Luxury hospitality, resort, private-service, or Chief of Staff-style experience is strongly preferred

Working Conditions

Primarily office-based with regular movement throughout the property. Flexibility may be required for occasional early mornings, evenings, weekends, events, or urgent needs. The role involves handling highly sensitive employee, guest, ownership, and business information. Reliable transportation and regular on-site attendance are required.

Measures of Success

• The Managing Director's time and priorities are organized effectively
• Meetings are well prepared and followed by clear action items
• Communications are accurate, polished, and timely
• Confidential information is handled appropriately
• Leadership commitments and deadlines are tracked to completion
• Department leaders receive clear and dependable communication
• Strategic and operational priorities move forward with coordination and accountability

Additional Information

At Twin Farms, we believe that when our team members are genuinely cared for, they are empowered to deliver extraordinary hospitality. Our benefits are thoughtfully designed to support well-being, provide stability, and encourage long-term professional growth. Our benefits include:

• 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

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