Executive Virtual Assistant & Operations Manager (Full-Time: 4am–12pm PHST)

Are you a resourceful, forward-thinking Virtual Assistant ready to make a meaningful impact?

If you are a sharp, highly motivated professional who would enjoy working with an entrepreneur who values innovation, efficiency, and proactive support then this is an outstanding opportunity to play a key role in both business operations and vacation rental management while working from home.

ABOUT YOUR EMPLOYER:
You’ll be working virtually and directly with a entrepreneur who values clear communication, mutual respect, trust, and a shared commitment to excellence.

I invest in people, not just tasks—if you're the kind of person who takes pride in your work and enjoys being empowered to make decisions, you’ll thrive in this role. I provide structure where needed but also trust and encourage independent thinking, continuous improvement, and open collaboration.

WHAT YOU BRING TO THE TABLE:
• Strong attention to detail and ability to create and maintain systematic processes
• Experience in developing and documenting standard operating procedures
• Methodical approach to task management and organization
• A knack for anticipating needs and addressing challenges before they surface
• The ability to juggle tasks and adapt seamlessly with little direction
• Exceptional communication skills—clear, timely, and thoughtful

YOUR KEY CONTRIBUTIONS:
• Provide high-level administrative and operational support across business and personal areas
• Own and optimize calendar management, travel planning, and appointment scheduling
• Manage vacation rental operations via the OwnerRez platform
• Enhance guest experiences and maintain strong vendor relationships (cleaning team, handymen, bookeeper, etc.)
• Support bookkeeping, expense tracking, and light financial tasks

WHAT SETS YOU APART:
• 2+ years of experience as a Virtual Assistant
• A track record of solving problems independently and effectively
• Proven organizational and digital workflow design skills
• Familiarity and hands-on experience with OwnerRez
• Proficiency in Google Workspace (Docs, Sheets, Gmail, Calendar) and Microsoft Office
• Availability to work full time Monday-Friday 10am–6pm US Hawaii time zone (4am–12pm PHST)

WHAT SUCCESS LOOKS LIKE:
• You catch and resolve issues before they escalate
• You propose smart, efficient solutions that elevate day-to-day operations
• You take ownership while keeping your team well-informed
• You become a trusted partner through consistent execution and dependable support

APPLICATION REQUIREMENTS:
To be considered, please submit the below items. Applications submitted without these items will not be considered for the role so please be sure to include:
#1 Your updated resume
#2 A short video where you share:
a) A time you proactively solved a problem and the outcome
b) A process you created that improved efficiency
c) How you balance taking initiative with collaborating across a team

NEXT STEPS FOR QUALIFIED CANDIDATES:
• Participate in a video interview
• Complete personality assessments to evaluate team fit