Discreet Kauai-Based Executive Personal Assistant

Lily Pond Services LLC; United States; On-site; USD 75,000 - 130,000; Full time

Benefits offered by this job

Health insurance

Paid vacation and sick leave

401(k) with employer contribution

Relocation assistance

Bonus potential

Job summary

Lily Pond Services LLC seeks an Executive Personal Assistant to support a private principal in Kauai. The role requires discretion, proactive scheduling, and seamless coordination with household staff and external partners.

Core hours are Monday–Friday with occasional evenings for events or travel. On-site work with separate housing provided; relocation assistance may be offered for the right candidate.

Qualifications

• Bachelor’s degree strongly preferred.
• 1–5 years of experience as EA/PA or similar role.
• Exceptional organizational, time-management, and problem-solving abilities.
• Absolute discretion and confidentiality track record.
• Tech-savvy with MS Office/Google Workspace; quick to learn new tools.
• Outstanding written and verbal communication skills.
• Valid driver’s license and clean driving record.
• Able to work flexibly and stay calm under pressure.

Responsibilities

• Act as the primary contact between principal, household staff, vendors, and external partners.
• Manage a complex calendar with precise scheduling of appointments and engagements.
• Coordinate domestic and international travel with detailed itineraries.
• Organize private dinners, events, and high-end vendor coordination.
• Oversee gifting, procurement, and inventory management.
• Handle invoices, expenses, and vendor vetting for property services.
• Run local errands and assist as needed with discretion.

Skills

Calendar management

Travel coordination

Executive support

Discretion & confidentiality

Communication

Vendor coordination

Education

Bachelor’s degree

Tools

Microsoft Office

Google Workspace

Job description

Lily Pond Services LLC seeks an Executive Personal Assistant to support a private principal in Kauai. The role requires discretion, proactive scheduling, and seamless coordination with household staff and external partners.

Core hours are Monday–Friday with occasional evenings for events or travel. On-site work with separate housing provided; relocation assistance may be offered for the right candidate.