I'm looking for my "Pepper Potts"(if you get the reference) —a true right hand, a strategic partner, and a logistical genius. I am seeking a US/Puerto Rico-based, professional who doesn't just manage my calendar but manages my energy and focus.
You will be the gatekeeper and the gateway. You will know what I need before I know I need it. If I am the engine of the company, you are the oil that keeps the machine running without friction. This is not a 9-to-5 administrative role; it is a lifestyle role for a career Executive Assistant who thrives on high-stakes problem solving and total integration with the executive they support.
Who You Are
The Anticipator: You don't ask, "What should I do next?" You say, "I've already handled X so you can focus on Y."
The Vault: You treat privacy and discretion as sacred. You will be handling sensitive business data and personal financial details (bill pay, banking) with absolute integrity.
The Lifelong Learner: You are intellectually curious. If you don't know how to do something, you figure it out immediately. You crave coaching and feedback.
The Tech Wizard: You dominate Microsoft Office (Word, Excel, PPT). You type fast (75+ WPM) and think faster.
The "On-Call" Pro: You understand that the life of a Founder doesn't stop at 5:00 PM on Friday. You are flexible, responsive, and available when the mission requires it.
Core Responsibilities
Professional Operations
Inbox & Calendar Triage: Aggressively manage a chaotic inbox and calendar. You are not just accepting invites; you are protecting my time. You ensure I have prep time before meetings and buffer time after.
Meeting Preparation: Brief me before calls. Who is this? Why are we meeting? What is the desired outcome?
Travel Logistics: Complex domestic and international travel. Commercial or private aviation, car services, and precise itineraries. If a flight is cancelled, you have a backup solution ready before I land.
Stakeholder Management: Act as the primary point of contact for internal and external stakeholders. You represent my voice when I am not in the room.
Personal & Lifestyle Management
Financial Administration: Managing personal bill payments, expenses, and interfacing with accountants.
Life Engineering: Arranging medical appointments, car maintenance, reservations, and family logistics.
Gifting & Relationships: maintaining a CRM of important dates (birthdays, anniversaries) and executing thoughtful gifting strategies.
The Requirements (Non-Negotiable)
Experience: Minimum 5+ years of experience supporting C-Suite Executives or Founders in a high-growth environment.
Education: Bachelor's degree required.
Speed: Typing speed of 75+ WPM. (This will be tested).
Tech Stack: Mastery of Microsoft Office (Excel, Word, PowerPoint) and modern communication tools (Slack, Zoom, etc.).
Location: Must be based in the US/Puerto Rico (for time zone alignment and logistical understanding).
Availability: Must be willing to work flexible hours, including responding to urgent matters on weekends or evenings.
Why This Role?
Influence: You will be the most trusted person in my professional life.
Growth: You will be coached, mentored, and exposed to high-level decision-making.
Autonomy: Once trust is established, you will have the freedom to build systems and processes as you see fit.
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