Executive Assistant at Twin Farms Resort

About Twin Farms

Nestled in the tranquil hills of Barnard, Vermont, Twin Farms is an exclusive all-inclusive luxury resort dedicated solely to adult guests. The resort spans 300 acres of untouched countryside and is distinguished by its Forbes Five-Star service, exceptional farm-to-table cuisine, and intimate guest experience. Since its inception in 1993, Twin Farms has upheld exceptional hospitality standards, valuing thoughtful and detail-oriented service. Our dedicated team members embody integrity, care, and pride, making every guest’s stay memorable.

Twin Farms is an equal opportunity employer adhering strictly to laws against discrimination and harassment to maintain a respectful and inclusive workplace.

Executive Assistant Role Overview

We seek a meticulous, anticipatory, and proactive Executive Assistant to provide comprehensive support to our Managing Director. This role involves serving as a trusted operational partner, managing priorities, communication, scheduling, and project follow-through across the property. The ideal candidate thrives in a dynamic luxury hospitality environment, demonstrating sound judgment, discretion, confidentiality, and professional warmth.

Primary Responsibilities

• Oversee and coordinate the Managing Director’s calendar, appointments, travel arrangements, correspondence, and daily agenda.
• Organize meeting agendas, prepare materials, manage logistics, document notes, and ensure timely follow-ups.
• Draft reports, presentations, and executive-level communications.
• Monitor deadlines, decisions, commitments, and action items for leadership.
• Facilitate efficient communication and alignment between the Managing Director and department heads.
• Handle confidential matters related to employees, operations, finances, and strategic planning.
• Support diverse special projects, property initiatives, events, and leadership-driven priorities.
• Assist with marketing efforts, including on-site photography, public relations, and social media activities.
• Review documents and communications for accuracy, tone, and completeness.
• Proactively anticipate needs, resolve issues, and be prepared to offer support beyond normal business hours as required.

Candidate Qualifications

• Minimum of three years’ experience in executive, administrative, hospitality, or senior-level support roles.
• Exceptional organizational skills with strong judgment, discretion, and great attention to detail.
• Excellent written and verbal communication abilities.
• Capability to prioritize multiple tasks and operate autonomously.
• Proficiency in Microsoft Outlook, Word, Excel, PowerPoint, Teams, and collaborative document platforms.
• Experience managing calendars, meetings, travel plans, and projects.
• Preferred background in luxury hospitality, resort environments, private service, or Chief of Staff roles.

Working Conditions and Expectations

This predominantly on-site, office-based position involves moving around the resort property regularly. Flexibility is necessary to accommodate occasional early mornings, evenings, weekends, events, or urgent situations. Reliable transportation and consistent on-site presence are mandatory.

Additional Information and Benefits

At Twin Farms, our commitment to our employees’ well-being forms the foundation for delivering exceptional hospitality. We offer thoughtfully designed benefits that promote health, stability, and career development, including:

• Complimentary life insurance coverage
• 401(k) retirement plan with employer matching contributions
• Paid holidays and sick leave
• Employee Assistance Program (EAP) providing confidential counseling and support resources
• Daily meals provided for staff
• Opportunities for training, professional growth, and tuition support
• Bonuses for employee referrals
• Exclusive privileges for dining and lodging at the resort

At Twin Farms, caring for our team is a longstanding tradition rather than a mere benefit.