Job Board for Professionals in Puerto Rico

About the Role

We're seeking an emotionally intelligent, proactive, and dependable Lifestyle & Executive Assistant to support a high-performing private investor in managing personal, household, and travel logistics. This isn't your typical office-based EA role --- it's about helping someone exceptional stay exceptional by creating ease, order, and focus across their life.

Key Responsibilities

Life Management

• Handle daily errands: groceries, mail, appointments, and dry cleaning
• Oversee light home upkeep and coordinate routine vendors
• Support with local bureaucracy (e.g., driver's license, bank account setup)
• Assist in basic record-keeping for U.S.-based Airbnb properties
• Manage logistics for travel-related home needs

Executive Support

• Own and manage personal calendars and appointments
• Maintain basic expense and vendor spreadsheets
• Coordinate travel bookings, restaurant reservations, and schedule changes
• Organize follow-ups and serve as a communication anchor

Travel Logistics

• Manage monthly travel between Puerto Rico and Miami (approx. 20 days in PR / 10 in Miami)
• Coordinate logistics while the family is away
• (Optional) Assist in short-term relocations or travel

What You Bring

• 2+ years of experience as a personal assistant or in a similar support role
• Fluent in both English and Spanish
• Proficiency with Google Calendar, WhatsApp, and spreadsheets
• Reliable personal vehicle, valid driver's license, and laptop
• Comfortable in household settings and with dog

You'll Thrive in This Role If You Are:

• Emotionally intelligent and discreet
• Proactive and self-directed
• Calm under pressure
• Kind, respectful, and professional
• Detail-oriented
• Open to feedback and personal growth