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Chief Executive Assistant Jobs (NOW HIRING)

Squared Away

Chief Executive Assistant

As a Chief Executive Assistant at Squared Away, you will support senior executives who expect proactive thinking, excellent communication, and dependable execution. You will manage competing ...

Quickchek

Executive Assistant to the CEO

Alpharetta, GA · On-site

Mountain Express Oil Company is looking for an Executive Assistant who would be responsible for providing high-level support to our CEO in all his activities. The ideal candidate will have 3-5 years ...

altbanq

Executive Assistant to the CEO

Manhattan, NY · On-site

$100K - $140K/yr

Executive Assistant to the CEO An exceptional organizer and problem-solver who thrives in a dynamic, fast-paced environment. The Executive Assistant at altbanq is a resourceful and proactive ...

altbanq

Executive Assistant to the CEO

Manhattan, NY · On-site

$100K - $140K/yr

Executive Assistant to the CEO An exceptional organizer and problem-solver who thrives in a dynamic, fast-paced environment. The Executive Assistant at altbanq is a resourceful and proactive ...

C3 AI

Executive Assistant to the CEO

Virginia, IL · On-site

C3 AI is seeking an Executive Assistant to join the Office of the CEO as part of a broader team supporting the Chief Executive Officer. This role is focused on supporting the CEO's written ...

LEO Inc

Executive Assistant (to CEO)

Lynn, MA · On-site

$70K - $80K/yr

Primary Function The Executive Assistant reports directly to the Chief Executive Officer (CEO) and provides high-level administrative and operational support to the CEO and Senior Leadership Team.

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$30K

$82.1K

$154.5K

How much do chief executive assistant jobs pay per year?

As of Aug 14, 2026, the average yearly pay for chief executive assistant in the United States is $82,146.00, according to ZipRecruiter salary data. Most workers in this role earn between $54,500.00 and $100,000.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a chief executive assistant, and why are they important?

To thrive as a Chief Executive Assistant, you need exceptional organizational abilities, time management skills, and a background in business administration or a related field. Proficiency with office management software, calendar systems, and document collaboration tools such as Microsoft Office Suite and Google Workspace is essential. Outstanding communication, discretion, and proactive problem-solving are crucial soft skills that set top performers apart. These skills ensure seamless executive support, efficient workflow management, and the maintenance of confidentiality in high-level business environments.

What is a chief executive assistant?

Chief Executive Assistants are highly skilled professionals who provide comprehensive administrative support to top executives, such as CEOs or company presidents. Their responsibilities often include managing schedules, handling confidential correspondence, preparing reports, coordinating meetings, and sometimes overseeing other administrative staff. They play a critical role in ensuring that executive operations run smoothly and efficiently, often acting as a key point of contact between the executive and internal or external stakeholders. Due to the sensitive and demanding nature of the role, Chief Executive Assistants must possess excellent organizational, communication, and problem-solving skills.

How does a chief executive assistant typically collaborate with executive leadership and other departments?

A Chief Executive Assistant works closely with executive leadership, often serving as the primary liaison between the CEO and other departments or external stakeholders. This role requires strong communication and organizational skills to coordinate meetings, manage confidential information, and ensure that executive priorities are effectively communicated and executed across teams. The Chief Executive Assistant also frequently partners with department heads to facilitate cross-functional projects, anticipate executive needs, and streamline workflows, making them an integral part of the leadership support structure.
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Chief Executive Assistant jobs near you
Infographic showing various Chief Executive Assistant job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 76% Full Time, 20% Part Time, 1% Temporary, and 2% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution, with an average salary of $82,146 per year, or $39.5 per hour.

Chief Executive Assistant

Squared Away

Remote

Contractor

Re-posted 16 days ago

Job description

About Squared Away
Squared Away supports founders, executives, and leadership teams operating at a high level of complexity and pace. Our assistants are not task-takers. They are trusted, strategic partners who bring structure, clarity, and follow-through to demanding environments.
We exist to give people their most valuable resource back: time. That work requires judgment, discretion, and consistency, every single day.
Squared Away maintains a rolling application for our Executive Assistant position. This posting is for Q3 2026 (July - September)
What We're Looking For
This is not an entry-level role, and it is not a side role.
As a Chief Executive Assistant at Squared Away, you will support senior executives who expect proactive thinking, excellent communication, and dependable execution. You will manage competing priorities, anticipate needs before they are voiced, and operate with a level of ownership that mirrors in-house executive support.
This is an independent contractor role designed for experienced professionals who want flexibility without sacrificing standards.
What Tends to Work Well in This Role
Our work is fast-paced, collaborative, and built on trust. Assistants who thrive here typically:
  • Have established experience supporting senior executives
  • Enjoy variety and problem-solving over repetitive task work
  • Are available and responsive during weekday business hours
  • Take a proactive approach and anticipate needs rather than waiting for direction
  • Stay effective when priorities change or when not everything is fully defined
  • Treat confidentiality and discretion as non-negotiable
  • Structure their day with dedicated work blocks in the morning and afternoon, allowing for consistent availability, focused work time, and timely communication with executives

If you see yourself in this list, you're likely a great match for how we work at Squared Away.
What You'll Be Responsible For
Executive Operations & Time Management
  • Manage and optimize complex executive calendars across time zones
  • Anticipate conflicts and proactively resolve scheduling issues
  • Protect executive focus by enforcing priorities and boundaries

Executive Communication
  • Manage executive inboxes with discretion and sound judgment
  • Draft, respond to, and triage correspondence on behalf of executives
  • Ensure urgent matters are surfaced promptly and appropriately

Travel & Logistics
  • Coordinate domestic and international travel end-to-end
  • Prepare detailed itineraries and anticipate changes or disruptions

Preparation & Execution
  • Prepare meeting materials, agendas, presentations, and reports
  • Track action items, deadlines, and follow-through across initiatives

Systems & Process Improvement
  • Create, document, and refine workflows to improve efficiency
  • Identify tools and processes that reduce friction and increase clarity

Research & Strategic Support
  • Conduct research on competitors, tools, vendors, and market trends
  • Provide concise summaries to support executive decision-making

Discretion & Trust
  • Handle sensitive and confidential information with absolute integrity

What Success Looks Like in the First 90 Days
In the first 90 days, successful Chief Executive Assistants at Squared Away typically:
  • Actively take on client work and build momentum by supporting assigned clients successfully
  • Build trust and rapport with their executive(s) through consistent communication and follow-through
  • Develop a strong understanding of executive priorities, preferences, and working style
  • Take ownership of calendar and inbox management, proactively anticipating needs and resolving issues before escalation
  • Establish reliable systems for tracking tasks, deadlines, and follow-ups
  • Communicate clearly and confidently, even when priorities shift or information is incomplete
  • Maintain discretion and professionalism while handling sensitive information
  • Structure their workday to balance availability, focused work time, and responsiveness

This is not about perfection. It's about progress, ownership, and building momentum.
Requirements
Minimum Qualifications (Required)
  • Applicants must maintain a permanent U.S. address in one of the following states:
    • Alabama, Alaska, Arizona, California, Colorado, Florida, Georgia, Hawaii, Illinois, Indiana, Iowa, Kentucky, Louisiana, Maryland, Michigan, Missouri, North Carolina, Ohio, Pennsylvania, South Carolina, Tennessee, Texas, Virginia, Washington
      • Military spouses living overseas on active orders are welcome to apply, provided they maintain a permanent address in one of the states listed above and can reliably support clients during U.S. business hours.
  • Must be available during normal business hours Monday-Friday, 9 AM-5 PM (in your time zone) for regular client communication
    • This role cannot be combined with another job that limits availability during these hours
  • Ability to commit a minimum of 20 hours per week, with flexibility to take on additional hours
  • Administrative experience supporting senior leaders is required; experience supporting executive-level roles is strongly preferred.
  • Experience working remotely is strongly preferred
  • Reliable home office setup, including:
    • Mac or PC computer with webcam
    • High-speed internet
    • Smartphone with email capabilities
    • A designated, quiet workspace suitable for professional work

Skills & Attributes We Look For
  • Strong written and verbal communication skills, able to clearly and concisely communicate in a variety of contexts
  • Proficiency in Microsoft Office, including Word, Excel, PowerPoint, and Outlook, with familiarity using project management tools
  • Experience managing schedules, communication, and priorities across time zones
  • Understanding of cross-cultural communication in a global working environment
  • Exceptional organization and attention to detail
  • High emotional intelligence and situational awareness
  • Comfortable working independently without constant direction
  • Tech-savvy and quick to learn new systems and tools
  • Proactive mindset that anticipates needs rather than reacts

Benefits
Compensation & Contractor Details
  • This is a fully remote 1099 independent contractor position.
  • Contractors are paid for billable hours worked, with hourly rates determined by experience and tier level:
    • Tier 1: $24/hour
    • Tier 2: $30/hour
    • Tier 3: $36/hour
  • Contractors submit time through Harvest Time Tracking for billable work completed during each client plan period, and payments are issued twice monthly.
  • Most contractors support 2-4 clients at a time. Client opportunities are offered based on business needs, and contractors decide which opportunities to accept, allowing them to build a workload that aligns with their availability and business goals.
  • Squared Away handles client acquisition, client contracts, billing, and invoicing so you can focus on providing exceptional executive support. You'll work with a vetted client base across a wide range of industries, including venture capital, consulting, finance, marketing, nonprofit, real estate, technology, and more.
  • This is a fully remote role with the flexibility to build a client portfolio that fits your schedule.

Authentic, not Artificial
We value clear thinking, sound judgment, and authentic communication.
We recognize that AI tools are increasingly part of how people work, and we support thoughtful, responsible use of them.
During the application process, we're looking to understand how you think and communicate. Responses should reflect your own voice, experience, and decision-making. Submitting answers that are fully generated by AI, without your input or perspective, may impact your candidacy.
If you move forward, it's because we see how you approach problems, communicate under pressure, and make decisions. We're not looking for perfection; we're looking for clarity, ownership, and professionalism.
Reapplying?
If you've applied previously and were not selected, we encourage you to reapply. We release updated versions of this application each quarter to reflect evolving needs and give returning candidates another opportunity to be considered.
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