Personal Assistant to CEO

We are looking for a highly organized, dependable, and proactive Personal Assistant to support a busy entrepreneur with both professional and personal responsibilities.

This role is ideal for someone who is intelligent, resourceful, discreet, and naturally takes ownership. You should be able to organize information, anticipate needs, solve problems independently, and ensure that important tasks do not get forgotten or delayed.

This is not a role for someone who simply waits for instructions. The right person will actively look for ways to make life easier, keep priorities organized, and help everything run more efficiently.

Manage calendars, appointments, meetings, reminders, and daily priorities.

Organize personal and business-related tasks and follow up until they are completed.

Coordinate travel, including flights, hotels, transportation, reservations, and itineraries.

Research products, services, vendors, locations, and other options as requested.

Make appointments and communicate with service providers, businesses, team members, and other contacts.

Monitor emails and messages, identify important items, and prepare responses when appropriate.

Maintain organized records, documents, receipts, contact information, and task lists.

Track deadlines, renewals, payments, reservations, and other important dates.

Assist with purchases, returns, bookings, deliveries, and personal errands that can be managed remotely.

Help coordinate healthcare appointments, insurance matters, vehicle-related tasks, and other personal logistics.

Follow up persistently with people and companies to ensure issues are resolved.

Prepare clear summaries, comparisons, and recommendations to support decisions.

Handle sensitive personal and business information with complete confidentiality.

Anticipate upcoming needs and proactively identify potential problems before they become urgent.

Support additional personal or business projects as needed.

Excellent written and spoken English.

Strong organizational and time-management skills.

Excellent judgment, professionalism, and attention to detail.

Able to manage multiple priorities without losing track of tasks.

Resourceful and capable of solving problems independently.

Comfortable making phone calls, sending professional emails, and following up with people.

Comfortable using Google Workspace, calendars, spreadsheets, messaging platforms, and task-management tools.

Able to communicate clearly and provide concise updates.

Reliable internet connection and a quiet working environment.

High level of discretion and respect for confidentiality.

Previous experience as a personal assistant, executive assistant, operations assistant, or similar role is preferred.

The ideal candidate:

Thinks ahead instead of waiting to be told every step.

Takes ownership and follows tasks through to completion.

Is persistent without needing repeated reminders.

Can distinguish between urgent, important, and low-priority matters.

Pays attention to small details while understanding the larger objective.

Is calm, adaptable, and effective in a fast-moving environment.

Communicates problems early and brings possible solutions.

Is comfortable supporting both personal and professional responsibilities.

Values honesty, reliability, efficiency, and long-term working relationships.

This is a remote position. The assistant should generally be available during U.S. Eastern Time business hours, with occasional flexibility for urgent matters outside regular hours.

Compensation will be based on experience, availability, communication skills, and overall fit.