Personal Assistant to General Manager (Miami)

Executive & Lifestyle Personal Assistant

A highly hands-on right-hand role supporting a fast-moving entrepreneur across business,

travel, personal logistics, communication, special projects, and day-to-day execution.

The Opportunity

We are seeking an exceptional Executive & Lifestyle Personal Assistant to work directly alongside a high-performing entrepreneur based in Miami. This is not a traditional 9-to-5 assistant position. The ideal candidate is highly organized, resourceful, energetic, technologically capable, discreet, and extremely adaptable.

We are not looking for someone who simply waits for tasks. We want someone who notices what needs to be done, anticipates problems before they happen, follows up without being reminded, finds solutions independently, and constantly looks for ways to make the principal's life easier, faster, and more organized.

The Role

Your responsibility is simple: help keep everything moving. That can mean coordinating travel, following up with a business partner, organizing meetings, solving an unexpected problem, managing personal logistics, communicating with team members, handling a last-minute mission, or jumping on a flight with limited notice.

There will not always be a playbook. The right person enjoys figuring things out and can move quickly between

business, travel, personal, social, logistical, and administrative priorities.

What You'll Be Responsible For

• Managing schedules, appointments, meetings, travel, priorities, reminders, and important deadlines.

• Traveling domestically and internationally when required, including occasional last-minute trips.

• Coordinating flights, hotels, ground transportation, reservations, itineraries, and detailed travel logistics.

• Following up with employees, contractors, vendors, partners, and contacts until commitments are actually completed.

• Maintaining a clear view of outstanding tasks, open loops, priorities, and next actions.

• Keeping the principal accountable to important commitments and making sure nothing falls through the cracks.

• Researching problems and presenting solutions instead of simply reporting problems.

• Handling personal errands, lifestyle-related tasks, appointments, purchases, and special requests.

• Helping coordinate events, meetings, trips, experiences, and special projects.

• Communicating professionally with executives, team members, vendors, clients, and high-level contacts.

• Organizing documents, receipts, notes, itineraries, schedules, digital files, and important information.

• Handling unexpected missions and changing priorities with calm, speed, and good judgment.

Technology & Computer Skills

You must be very comfortable on a computer and able to learn new technology quickly. You do not need to be a software

engineer, but technology should come naturally to you.

• Google Workspace, email, calendar, spreadsheets, documents, presentations, and cloud storage.

• Online research, AI tools, travel and booking platforms, project-management tools, and messaging apps.

• Digital file organization, basic troubleshooting, and learning unfamiliar platforms without hand-holding.

Who We're Looking For

• Extremely proactive: You notice what needs attention before someone has to tell you.

• Resourceful: If the first solution does not work, you find another one.

• Relentless with follow-up: If someone says it will be done Friday, you are already checking before Friday.

• Highly organized: You can manage many moving pieces without losing track of details.

• Flexible: Plans can change quickly and you adapt without becoming overwhelmed.

• Travel-ready: You are comfortable with frequent domestic and international travel.

• Comfortable with irregular schedules: Some days may be long and some weeks may be significantly busier than others.

• Socially confident: You can speak comfortably with employees, vendors, executives, investors, creators, and

strangers.

• Discreet: You can be trusted around private conversations, travel plans, financial details, and confidential business matters.

• Independent: You can operate without constant supervision and use sound judgment.

• Solution-oriented: When something goes wrong, your instinct is to figure it out.

What This Position Is Not

This is not a predictable desk job where you wait for a checklist every morning. It is not a role for someone who needs constant direction or wants every responsibility to fit neatly inside a job description.

The person who succeeds will eventually understand the principal's life, businesses, schedule, priorities,

preferences, and working style well enough to anticipate what needs to happen before being asked.

Compensation & Benefits

BASE SALARY 

$100,000-$115,000 / year 

Performance bonuses + covered business/travel expenses

• Domestic and international travel opportunities.

• Access to unique events, experiences, and environments.

• Exposure to high-level entrepreneurs, executives, investors, creators, and business leaders.

• Significant networking and relationship-building opportunities.

• Opportunities to learn across multiple businesses, industries, and situations.

• Potential for increased responsibility and compensation as the role develops.

The Experience

This position offers something very different from a typical assistant role. There will be serious work, responsibility, and long days at times - but also travel, unique experiences, interesting people, exciting projects, and opportunities to build relationships that can last throughout your career.

For the right person, this can become far more than simply a job.

Requirements

• Based in or able to relocate to Miami, Florida.

• Valid driver's license.

• Valid passport or ability to obtain one.

• Able and willing to travel domestically and internationally.

• Comfortable with occasional last-minute travel, flexible hours, and long days.

• Excellent written and verbal communication skills.

• Highly proficient with computers and comfortable learning new technology.

• Exceptional organization, attention to detail, follow-through, and problem-solving ability.

• Strong judgment, reliability, discretion, and ability to manage confidential information.

• Comfortable operating independently and interacting with people from many professional and social backgrounds.

Previous personal assistant, executive assistant, hospitality, luxury service, operations, event-management, travel, or entrepreneurial experience is helpful but not necessarily required.

Exceptional ability, attitude, judgment, and resourcefulness matter more than having the perfect resume.

What Will Make Someone Stand Out

• You solved a complicated problem without being told exactly what to do.

• You managed multiple priorities under pressure.

• You coordinated complicated travel or logistics.

• You prevented a problem before it happened.

• You followed up persistently until something was completed.

• You worked directly with a founder, entrepreneur, executive, family office, or high-profile individual.

• You repeatedly took ownership of responsibilities outside your formal job description.

How to Apply

Please submit your resume along with a short introduction answering the following:

1. Why does this unusual type of position interest you?

2. Give an example of a difficult problem you figured out independently.

3. What experience do you have traveling or coordinating travel?

4. How comfortable are you with technology, computers, digital tools, and AI?

5. Why would you be exceptional at becoming someone's right hand?

Please do not send a generic cover letter.

We are much more interested in understanding how you think, operate, communicate, and solve problems.