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
Requirements
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 dogs
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
Benefits
What’s in It for You
- 💼 Stable, long-term role with a thoughtful and driven employer
- 💰 Competitive salary
- ❤️ Health insurance starting after a successful 3-month trial period
- 📍 Local position with a reliable routine and no corporate chaos
- 🐾 Dog-friendly and down-to-earth home environment
- ✈️ Opportunities to take on more trust-based responsibilities over time
This is a rare chance to support someone doing meaningful work , and make a genuine impact behind the scenes. If you love lists, logistics, and making life smoother for others, we’d love to hear from you.
