Executive Personal Assistant to CEO | Full-Time Remote

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TYPE OF WORK

Full Time

SALARY

TBD

HOURS PER WEEK

TBD

DATE UPDATED

Aug 7, 2026

JOB OVERVIEW

We are looking for a highly organized, proactive, trustworthy Executive Personal Assistant to work directly with a busy entrepreneur/CEO.

This is NOT a basic virtual assistant position. I need someone who can learn how I operate, stay ahead of me, organize both business and personal responsibilities, and make my day-to-day life easier.

RESPONSIBILITIES:

• Manage calendar, meetings, appointments, and reminders
• Research and book flights, hotels, transportation, restaurants, gyms, and travel activities
• Build and organize travel itineraries
• Handle online research and personal requests
• Follow up with tea ---------- mbers and outside contacts
• Track deadlines, unfinished tasks, and things we’re waiting on
• Organize daily and weekly priorities
• Collect updates from my business team and turn them into short summaries
• Help organize content ideas, photos, videos, and social media responsibilities
• Make reservations and handle remote personal errands
• Keep confidential business and personal information private
• Identify problems early and help find solutions
• Learn my preferences so routine decisions require less of my time

IDEAL CANDIDATE:

• Excellent written and spoken English
• Extremely organized and detail-oriented
• Proactive and able to think ahead
• Strong online research skills
• Reliable and responsive
• Good judgment and problem-solving skills
• Comfortable working in a fast-moving environment
• Able to prioritize multiple requests
• Comfortable communicating with tea ---------- mbers
• Experience with Google Calendar, Gmail, Google Drive, spreadsheets, ChatGPT, and similar tools
• Previous Executive Assistant, Personal Assistant, or high-level VA experience preferred

HOW I EXPECT YOU TO WORK:

Your job is to protect my time.

Don’t send me 15 options and make me research them myself. Research the situation, narrow it down, and bring me the best 2–3 options with your recommendation.

Don’t only tell me there’s a problem. Tell me the problem, what caused it, and what you recommend we do about it.

You will help maintain:

TODAY — Must be completed today
THIS WEEK — Upcoming priorities
WAITING ON — Things we’re waiting for someone else to complete
RECURRING — Tasks that happen regularly

You will also provide:

MORNING BRIEF — Today’s schedule, top priorities, important reminders, and decisions needed.

END-OF-DAY BRIEF — What was completed, what is still pending, what we’re waiting on, and priorities for tomorrow.



HOW TO APPLY:

Send:

A short introduction about yourself.
Your experience as an Executive Assistant, Personal Assistant, or Virtual Assistant.
The software/tools you know how to use.
Your expected monthly salary in USD.
Your availability and preferred working hours.
A link to a 60–90 second video introducing yourself and explaining why you would be a good fit.

IMPORTANT: Put “CEO PA 100” at the beginning of your application.

SCENARIO TEST:

Imagine I message you:

“I’m flying to Miami Sunday. Find me a good nonstop flight, a nice hotel near Brickell, transportation from the airport, and a good steak restaurant for Sunday night.”

Show me EXACTLY how you would handle this request and what you would send back to me.

Applications that do not follow the instructions may not be considered.

I’m looking for someone long-term who wants to grow into a trusted position with more responsibility and autonomy over time.

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