Job Description
Job Description
About the Role :
Join the inner circle of two dynamic entrepreneurs leading one of the fastest-growing multi-state companies in the U.S. As an Executive Assistant & Travel House Manager, you will be the trusted right hand to a CEO and her husband, traveling the world and ensuring their professional and personal lives run seamlessly. You'll be working directly with visionary leaders scaling a nine-figure enterprise, traveling between Puerto Rico, the mainland U.S., and luxury international destinations. You'll gain unique exposure to business, culture, and hospitality at the highest level — all while being part of a trusted inner circle.
This role blends executive assistant precision, world-class travel coordination, household management, and healthy meal preparation across multiple residences. The ideal candidate will be polished, detail-obsessed, and thrive in both executive and lifestyle contexts. This is not a standard EA role — it's a career-defining opportunity for someone who loves adventure, luxury travel, and creating order for high-performing leaders.
Key Responsibilities :
Executive & Administrative Support
- Manage calendars and inboxes with deep context, judgment, and independence
- Track action items, deadlines, and priorities without requiring follow-up
- Work cross-functionally with a team of other employees and company leaders
Travel Management (Global)
Plan and execute travel logistics : flights, luxury accommodations, ground transport, and itinerariesPrepare residences in advance (groceries, household setup, chef coordination)Accompany principals on extended international stays (U.S., Puerto Rico, Europe, South America)On-site support : check-ins / outs, vendor management, reservations, and day-to-day troubleshootingGrocery shop, oversee laundry, coordinate light housekeeping, and manage lifestyle details during tripsPlan and book restaurants, wellness activities, and cultural experiences in advanceHousehold & Property Operations
Manage multiple residences in Puerto Rico, Minnesota, and WashingtonOversee all aspects of property logistics including car and bike maintenance, utilities, vendors, repairs and servicesHire and supervise housekeeping / maintenance staffPay household bills and track expenses accuratelyEnsure homes are fully operational whether occupied or vacantHospitality & Entertaining
Plan and execute logistics for dinners, fundraisers, and social gatheringsSupport hosting of family, friends, and business partnersProvide hands-on assistance for private events, including coordination with caterers and vendorsLifestyle & Meal Preparation
Prepare simple, fresh, and healthy dinners 3–5 nights per week (light proteins, fresh produce, balanced meals)Stock and prep fresh fruit and vegetables for daily consumptionCoordinate private chefs when entertaining or during travel as neededMaintain a household aligned with principals' health-oriented lifestyleServe as a discreet, trusted confidante who understands preferences, routines, and standardsWhat We're Looking For :
Experience : 5+ years in executive support, luxury hospitality, or private household / estate managementLanguages : Intermediate fluency in Spanish or better required (able to confidently manage errands, vendors, and logistics in Spanish-speaking environments)Travel-ready : Excited by extended stays abroad; passport-readySkills : Detail-oriented, anticipatory, organized, and proactiveCharacter and Lifestyle fit : Polished, discreet, loyal, and aligned with a high-performance, meritocratic culture. Health-conscious, energetic, and able to keep pace with demanding schedules.Must be a minimum of 25 years of ageSuccessfully pass a pre-employment criminal background checkBenefits and Compensation :
Annual Salary : $80,000Luxury housing and room / board included while travelingHealth, Dental and Vision insurance401k6 weeks of Paid Time OffInternational travel opportunities