Executive and Household Personal Assistant

This is a high-trust, execution-driven role supporting a founder and creative executive across business and personal domains. You will manage the logistics of daily life calendar, appointments, travel, errands, vendor oversight so the principal can operate at a strategic level without interruption.

The ideal candidate is calm under pressure, emotionally mature, discreet, and takes deep pride in making someone else’s life seamless.

Responsibilities

• Manage executive calendar and coordinate appointments with margin
• Book travel (domestic/international), lodging, and ground transport
• Handle personal logistics: shopping, errands, appointments, service calls
• Maintain vendor relationships (cleaners, maintenance, medical, wellness)
• Run household projects (moves, deliveries, furnishing coordination)
• Process and reconcile expenses (track receipts, liaise with bookkeeper)
• Maintain discretion and confidentiality at all times

Requirements

• Fluent in English; Spanish proficiency required
• 5+ years in high-level executive assistant, lifestyle manager, or private household role
• Must be highly self-motivated and discreet
• Comfortable interfacing with high-profile individuals
• Valid driver’s license and reliable personal vehicle (mileage reimbursed)
• Ability to work both independently and collaboratively with co-managing family member
• Flexible mindset and can-do attitude
• Strong writing, email, and organizational skills
• Tech-savvy (Google Workspace, Asana/Notion, iPhone, AirTable)
• Problem-solver, anticipator, calm presence
• Local knowledge of San Juan vendors and logistics preferred

Benefits:

• Paid Time Off(PTO) as accrued
• Sick Time
• Health Insurance Stipend
• Guaranteed Hours
• Payroll Position