Executive Personal Assistant and Lifestyle Operations Manager

Position Overview:

We are seeking an exceptional Executive Personal Assistant and Lifestyle Operations Manager to support a highly driven, fast-moving entrepreneur and private principal. This is a high-trust, highly personalized role for someone who takes genuine pride in creating order, anticipating needs, and making another persons life operate at an exceptional level. The right person will be energetic, meticulous, emotionally intelligent, discreet, resourceful, and naturally service-oriented. They will be equally comfortable coordinating a complex personal schedule, organizing a wardrobe,preparing for travel, resetting a gym bag, managing household systems, directing vendors, and identifying small improvements that remove friction from everyday life.

*This is not a traditional desk-only assistant position, nor is it a housekeeping role. It is a senior, hands-on combination of personal assistance, lifestyle management, wardrobe curation, household organization, scheduling,travel coordination, and practical execution.

ROLE AT A GLANCE:

Supports a high-performing entrepreneur and private principal.

SCOPE:

Calendar, lifestyle readiness, wardrobe, household systems,travel, training, vehicles, errands, and hosting.

WHAT MAKES THIS ROLE DIFFERENT:

The successful candidate does not wait to be told about every detail. They notice what is out of place, understand what is likely to be needed next, create a system, communicate clearly, and follow through until the issue is fully resolved.

Core Responsibilities:

Personal Schedule and Weekly Planning:

• Maintain and coordinate the principals personal calendar, appointments, training sessions, travel, social commitments, household needs, and family-related plans.

• Review the upcoming week in advance and proactively identify scheduling conflicts, preparation needs, travel requirements, wardrobe considerations, and unfinished tasks.

• Book and coordinate sessions with striking coaches, Brazilian jiu-jitsu coaches, trainers, wellness providers, and other specialists.

• Provide timely, concise reminders and decision-ready options without creating unnecessary communication noise.

• Develop an organized daily and weekly rhythm that reduces decision fatigue and ensures the principal is prepared for each commitment.

Wardrobe, Closet & Personal Presentation

• Learn the principals style, preferred brands, sizing, lifestyle requirements, and presentation standards.

• Curate and continuously improve a functional, elevated, and well-organized wardrobe; identify missing essentials and recommend thoughtful additions.

• Organize closets so clothing is easy to find, select, wear, and maintain. Coordinate tailoring, dry cleaning, repairs, shoe care, returns, donations, and seasonal rotations.

• Source clothing and present a curated set of strong options rather than overwhelming the principal with choices.

• Prepare outfit options for meetings, dinners, events, training, travel, and other occasions; remove outdated, damaged, ill-fitting, or unused clothing with approval.

Household Organization and Personal Systems:

• Maintain clear, intuitive organization throughout the principal’s bedroom, home office, closets, kitchen, storage areas,and other personal spaces.

• Create designated locations for frequently used items and use practical labels, inventories, checklists, and tracking systems where appropriate.

• Regularly inspect personal spaces for clutter, missing items, inefficiencies, or opportunities for improvement.

• Maintain awareness of what has been moved, stored, discarded, donated, repaired, or replaced, and communicate those changes clearly.

• Protect the principal’s privacy and handle personal belongings with exceptional care, discretion, and judgment.

Household Staff, Cleaners and Vendor Management:

• Create and maintain clear standard operating procedures for cleaners and household vendors.

• Communicate expectations respectfully but firmly, verify that work is completed to standard, and resolve recurring quality issues at the system level.

• Coordinate cleaners, organizers, maintenance providers, detailers, tailors, delivery services, and other vendors.

• Ensure instructions are practical, easy to follow, and consistently implemented so the principal does not have to repeatedly correct or supervise work.

Daily Readiness: Gym, Vehicles & Personal Belongings

• Clean out, organize, and reset gym bags and training …