Personal Assistant to Chief Executive Officer

Are you an experienced and dedicated Personal Assistant who thrives in high-performance, fast-paced environments? We are seeking a seasoned professional to support an extremely busy executive with a dynamic international lifestyle. This role requires extensive travel throughout Italy, the USA, and other global destinations for up to 11 months of the year.

The successful candidate will be resourceful, proactive, and highly adaptable — someone who can anticipate needs, manage multiple priorities, and maintain discretion at all times. This is a hands‑on role, ideal for someone who enjoys managing logistics, health and wellness routines, and day‑to‑day operations with precision and care.

Responsibilities

Prepare and manage all meals according to specific nutrition plans, including weighing portions, batching, and preparing workout meals.

Shop for groceries frequently (5 times per week) to ensure fresh ingredients and updated meal plans.

Manage daily supplements and nutritional schedules.

Clean, maintain, and coordinate repairs or replacements for cycling and fitness equipment.

Keep the kitchen organized and well‑stocked at all times.

Coordinate healthcare appointments, manage health records, and organize treatments such as physiotherapy or massage.

Handle errands, personal shopping, and deliveries.

Provide driving support for appointments, errands, and short trips.

Oversee guest relations and hospitality, including greeting visitors, coordinating accommodations, and maintaining a welcoming environment.

Collaborate with executive and logistics teams to maintain detailed schedules, manage bookings, and coordinate international travel.

Oversee household management including vendors, maintenance, and property upkeep.

Research and source new accommodations or property rentals when needed.

Handle digital and administrative tasks such as travel reimbursements, online research, and project tracking.

Hours of Operation

Tuesday — Friday : 8 hours / day (subject to extension as needed)

Saturday & Sunday : 8 hours / day (for weekly preparation)

Monday : Approximately 3 hours (potential day off periodically)

This position requires flexibility to work beyond scheduled hours, depending on travel and business needs.

Training :

Comprehensive onboarding will be provided to ensure familiarity with the executive’s preferences, routines, and systems.

The employer adheres to current health and safety protocols during travel and on‑site operations to ensure staff safety and well‑being.

Requirements

Minimum 10 years of experience as a Personal Assistant and / or Executive Assistant supporting private individuals or families.

Non‑smoker with a health‑conscious lifestyle.

Fluent in English (spoken and written).

Highly organized, detail‑oriented, and able to perform under pressure.

Proven ability to handle sensitive and confidential information with discretion.

Valid driver’s license, passport, and full‑time access to a personal vehicle.

Ability to travel internationally for extended periods.

Comfortable being on call and working 6–7 days per week.

Preferred Qualifications

Experience managing wellness‑focused or high‑performance environments.

Proficiency in Italian and / or Spanish.

Well‑connected in the Miami area.

Prior experience working with health, fitness, or lifestyle‑oriented executives.

Compensation / Benefits

Competitive salary based on experience and scope of responsibility.

Annual bonus opportunities.

International travel exposure with world‑class professionals.

Opportunity to be part of a fast‑paced, health‑driven, and dynamic global environment.

Supportive and collaborative team culture.

Why should you apply?

Competitive compensation and performance bonus

Travel and work internationally in a dynamic environment

Opportunities for professional and personal growth

Engaging and impactful work supporting a visionary executive

At Leap, we are an Equal Opportunity and Affidavit Action Employer. That means all applicants will be considered for employment without attention to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran, or disability status. Leap will not tolerate any discrimination or harassment based on any of these characteristics. Leap encourages applicants of all ages.

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