Strategic Executive Assistant to Leadership Team

Tailwind Hospitality, Inc.; Wilmington (NC); On-site; USD 65,000 - 90,000; Full time

Job summary

Tailwind Hospitality is seeking an experienced Executive Assistant to support the executive leadership team, coordinating calendars, travel, and meetings in a fast-paced environment.

The role focuses on organizing meetings, preparing materials, and ensuring follow-up, while maintaining discretion with confidential information.

The successful candidate will thrive in an entrepreneurial setting, manage multiple priorities, and help the leadership team run efficiently across departments and events.

Qualifications

• 5+ years of experience as an Executive Assistant or similar role supporting senior executives.
• Experience supporting multiple executives simultaneously is strongly preferred.
• Exceptional organizational and time-management skills with the ability to manage numerous priorities at once.
• Strong calendar management and travel coordination experience.
• Excellent written and verbal communication skills.
• High level of discretion, professionalism, and sound judgment.
• Comfort interacting with senior executives, board members, partners, and employees at all levels.
• Ability to anticipate needs, solve problems independently, and follow through without significant oversight.
• Strong attention to detail while understanding broader business priorities.
• Comfort operating in a fast-moving, entrepreneurial environment where priorities can change quickly.
• Advanced proficiency with Microsoft Office and collaboration tools; AI tools a plus.
• Hospitality, restaurant, travel, aviation, or multi-unit operating company experience is helpful but not required.

Responsibilities

• Manage and coordinate calendars, meetings, appointments, and scheduling for members of the executive leadership team.
• Coordinate executive travel, including flights, hotels, ground transportation, itineraries, and changes during travel.
• Organize executive leadership meetings, board meetings, company meetings, and other important internal and external meetings.
• Prepare meeting agendas, materials, presentations, and other documents and help ensure appropriate follow-up on action items.
• Serve as a central point of coordination between members of the executive team and other departments across the company.
• Assist executives in prioritizing meetings, requests, deadlines, and commitments.
• Coordinate communications with employees, business partners, airport representatives, vendors, board members, and other external parties.
• Prepare and edit correspondence, presentations, reports, and other executive-level materials.
• Assist with expense reports, invoices, travel expenses, and other administrative processes.
• Maintain organized electronic files and executive-level records.
• Coordinate visitors, interviews, leadership events, team meetings, and occasional company functions.
• Track key follow-up items and help ensure commitments and deadlines do not fall through the cracks.
• Own and maintain recurring executive-team meeting schedules, action-item tracking, and follow-up processes.
• Provide broader support for company events, leadership offsites, board-related logistics, and other cross-functional initiatives.
• Support special projects and research requested by members of the executive team.
• Identify opportunities to improve administrative processes and efficiency.
• Handle confidential business and personnel matters with professionalism and discretion.
• Perform other executive and administrative support responsibilities as needed.

Skills

5+ years experience

Organizational skills

Time management

Calendar management

Travel coordination

Communication skills

Discretion

Problem solving

Detail orientation

Adaptability

Office etiquette

Tools

Microsoft Outlook

Word

PowerPoint

Excel

Teams

Job description

Tailwind Hospitality is seeking an experienced Executive Assistant to support the executive leadership team, coordinating calendars, travel, and meetings in a fast-paced environment.

The role focuses on organizing meetings, preparing materials, and ensuring follow-up, while maintaining discretion with confidential information.

The successful candidate will thrive in an entrepreneurial setting, manage multiple priorities, and help the leadership team run efficiently across departments and events.