Executive Assistant

Job Overview:

We are looking for a highly organized, resourceful, and driven professional who thrives in a fast-paced environment, where attention to detail and a winning mindset make all the difference. This person is not just an assistant—they are an essential force behind the executive team’s success, ensuring every moving piece is aligned, every detail is accounted for, and every challenge is met with proactive problem-solving.

Job Responsibilities:

• Executive Support & Administration:
  • Manage complex calendars, schedule meetings, and coordinate travel arrangements for Executive Team members.
  • Handle confidential and time-sensitive information with discretion and professionalism.
  • Prepare reports, presentations, and executive summaries as needed.
  • Screen and manage emails, phone calls, and correspondence on behalf of executives.
• Travel & Logistics Management:
  • Coordinate and book extensive domestic and international travel, ensuring seamless itineraries.
  • Manage transportation, accommodations, and meeting logistics for executives attending conferences, board meetings, and site visits.
  • Anticipate potential travel disruptions and proactively troubleshoot as needed.
• Meeting Coordination & Communication:
  • Plan and execute executive meetings, including preparing agendas, taking detailed notes, and following up on action items.
  • Act as a liaison between executives and internal/external stakeholders, ensuring smooth communication and collaboration.
  • Assist in organizing quarterly leadership meetings, board meetings, and offsite events.
• Project Management & Special Initiatives:
  • Support high-priority projects, ensuring deadlines and deliverables are met.
  • Conduct research and compile information for executive decision-making.
  • Work cross-functionally with department heads to ensure alignment on initiatives.
• Operational & Office Management Support:
  • Ensure executives have the resources they need to operate efficiently.
  • Maintain records, files, and key documents in an organized manner.
  • Coordinate special projects and initiatives as assigned by the Executive Team, ensuring timely execution and follow-through.

Desired Qualities & Skills:

• Highly Organized & Detail-Oriented: Ability to juggle multiple priorities with precision.
• Strong Communicator: Professional, polished, and adept at written and verbal communication.
• Resourceful & Proactive: A problem-solver who anticipates needs before they arise.
• High Level of Discretion: Trusted to manage confidential and sensitive company matters.
• Fast-Paced & Resilient: Thrives in a high-performance, results-driven environment.
• Team Player with a Winning Mindset: Understands that success is built on discipline, execution, and accountability—and takes ownership of making things happen.

Key Performance Outcomes:

• Seamless Executive Support: Ensuring that the Executive Team is always prepared and operating at peak efficiency.
• Effective Travel & Meeting Coordination: Executing complex scheduling and travel logistics with precision.
• Confidentiality & Discretion: Managing sensitive company and personnel matters with absolute professionalism.
• Operational Efficiency: Proactively addressing administrative needs, allowing executives to focus on strategic priorities.
• Team Collaboration: Acting as a central point of communication between executives, internal teams, and external stakeholders.

Qualifications:

• 5 years of experience as an executive assistant or in a similar high-level administrative role.
• Experience supporting C-suite executives or senior leadership in a fast-paced environment.
• Proficiency in Microsoft Office Suite and project management tools.
• Strong background in travel coordination, event planning, and calendar management.
• Prior experience in hospitality, real estate, or vacation rental management is a plus but not required.

About Us:

Awayday is the leading vacation rental management company in the United States, managing over 7,000 vacation rentals across premier resort locations, growing rapidly and gaining market share. We are committed to delivering exceptional service to property owners and unforgettable experiences to guests, as well as innovating the industry model to focus on local operations turbocharged by industry-leading operating practices and a relentless learning culture.

At Awayday, we are driven by a mission to Perfect the Vacation Rental Experience. Our Core Values are our guiding principles: Servant Leadership, Ownership, Mentality, Local, and Excellence. We are looking for a Chief Operating Officer who shares these values and is ready to lead by example.

Culture Index Assessment:

As part of our application process, we require all candidates to complete the Culture Index survey. This brief survey helps us understand your unique strengths and how you may fit into our team culture. Please take a moment to complete the survey once you have submitted your application using the link below:

https://surveys.cultureindex.com/s/LYGw6VIQ1B/107162

Awayday is an equal opportunity employer that is committed to diversity and inclusion in the workplace. We prohibit discrimination and harassment of any kind based on race, color, sex, religion, sexual orientation, national origin, disability, genetic information, pregnancy, or any other protected characteristic as outlined by federal, state, or local laws.

This policy applies to all employment practices within our organization, including hiring, recruiting, promotion, termination, layoff, recall, leave of absence, compensation, benefits, training, and apprenticeship. Awayday makes hiring decisions based solely on qualifications, merit, and business needs at the time.