Executive Assistant, CEO, Remote Job

ABOUT THE TEAM

Our Executive Support team is a group of trusted advisors and thought partners to the Executive Leadership Team. They play a key role in amplifying the effectiveness and impact of our leaders, ensuring executives can focus on the highest-value priorities while driving the business forward.

YOUR MISSION

The Executive Assistant (EA) to the CEO provides trusted, high-touch administrative and personal support to the CEO – enabling focus, efficiency, and effectiveness across both professional and personal domains. This role is highly execution-oriented and detail-driven, with responsibilities that are deeply personalized to the CEO’s working style, preference, and priorities.

The EA is extremely responsive, proactive, and constantly looking around corners to stay several steps ahead in anticipating needs and risks – managing time, logistics, and select communications and personal matters with exceptional judgment, discretion, and care. The EA operates with a high degree of independence – proactively solving problems, leveraging available resources, and bringing clear recommendations, with the CEO and Chief of Staff serving as escalation points rather than starting points.

WHAT YOU'LL DO

  • Ruthlessly manage the CEO’s calendar end-to-end to optimize time, focus, and impact – including scheduling, prioritization, preparation, and real-time adjustments

  • Serve as a gatekeeper for the CEO’s time, proactively managing priorities and making decisions where appropriate without requiring constant direction

  • Coordinate complex domestic and international travel, itineraries, and expense reporting

  • Coordinate logistics for key meetings, offsites, and events evolving the CEO, ensuring all details (e.g., travel, addresses, timing, materials) are fully verified and accurate, with zero reliance on assumptions

  • Anticipate needs across both professional and personal contexts to reduce friction and cognitive load

  • Prepare briefing materials for upcoming meetings and events, ensuring the CEO has the right level of context and clarity on the role she’ll need to play

  • Provide select personal support tailored to the CEO’s needs, handling sensitive matters with absolute confidentiality and discretion’

  • Independently solve operational and administrative challenges by leveraging available resources (past examples, systems, stakeholders) and bringing 1-2 proposed solutions with tradeoffs when escalation is required

  • Minimize open-ended escalations by structuring questions with context, recommendations, and next steps – ensuring leadership is reacting to solutions, not diagnosing problems

  • Autonomously handle strategic requests or projects that may be “thrown over the wall,” without the need for supervision or follow-up

  • Communicate with senior leaders, external partners, and stakeholders with professionalism, polish, and assertiveness – driving structured communication across all interactions to ensure clear context, decisions, ownership, and follow-through (no open loops)

  • Ensure timely (within 24 hours) and polished responses to external inquiries, serving as the first line of defense and representation of the CEO’s office

  • Partner closely with the Chief of Staff to anticipate risks, manage priorities, support high-impact initiatives, and ensure seamless planning, coordination, and communication across the CEO office and EA/EBP team

WHAT YOU'LL BRING

  • 5+ years experience directly supporting a CEO

  • Proven track record of operating independently and solving problems without excessive escalation – including researching, synthesizing information, and forming clear recommendations

  • Strong judgment in determining when to act autonomously vs. when to escalate, with a bias toward ownership and solutioning

  • Demonstrated experiencing leveraging modern tools, technology, systems, and AI to streamline workflows and reduce manual effort – with clear examples of building systems, templates, or automations that eliminate steps and reduce reliance on executive input

  • Track record of bringing structure to ambiguous situations – organizing information, decisions, and next steps clearly

  • Exceptional organization, prioritization, and time-management skills, with the capacity to manage multiple high-priority requests simultaneously

  • High attention to detail paired with the ability to operate with agility and grit under pressure in a fast-paced, dynamic environment

  • Strong interpersonal skills and the ability to build trust quickly at all levels with internal and external stakeholders

  • Proven track record of handling confidential and personal information with discretion

The base salary for this role ranges from $92,000 - $120,000 + bonus + benefits. Compensation offered will be determined by factors such as location, level, job-related knowledge, skills, and experience.

Equal Opportunity 

We will ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, to perform essential job functions, and to receive other benefits and privileges of employment. Please contact us to request accommodation.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...