Executive Assistant to the CEO – Remote Job

Speak Your Way To Cash® is hiring an Executive Assistant to the CEO for a fully remote, full-time position paying $1,500 per month.

This is not a traditional administrative assistant role. The company is looking for an experienced executive operations professional who can protect the CEO’s time, manage competing priorities, anticipate needs, drive follow-ups, and improve executive workflows.

Job Overview

Job Title: Executive Assistant to the CEO
Company: Speak Your Way To Cash®
Location: Remote / International
Employment Type: Full-time
Salary: $1,500 per month
Work Setting: Remote

About the Company

Speak Your Way To Cash® helps experts and entrepreneurs turn their expertise and voices into revenue.

The company describes itself as an Inc. 5000 company and is looking for an Executive Operations Partner who can help the CEO and leadership team operate more efficiently as the business continues to grow.

About the Role

The successful candidate will operate at the center of the company's executive function, helping the CEO prioritize time, manage communications, coordinate commitments, and ensure important tasks move forward.

This role requires urgency, sound judgment, confidentiality, organization, and strong follow-through.

Rather than simply completing assigned administrative tasks, the Executive Assistant will be expected to anticipate problems, identify solutions, take ownership, and close loops without requiring constant reminders.

Daily Responsibilities

The Executive Assistant will:

• Manage and strategically protect the CEO's calendar.
• Prioritize meetings and ensure executive time is allocated appropriately.
• Review upcoming schedules and resolve missing information, conflicts, documents, links, agendas, and preparation requirements.
• Manage executive inboxes and communications.
• Determine what requires CEO attention, what can be delegated, and what can be resolved independently.
• Respond to priority requests quickly.
• Follow up with employees, vendors, clients, partners, and stakeholders.
• Track commitments and ensure deadlines are met.
• Establish ownership and next steps following executive meetings.
• Serve as a professional gatekeeper for the CEO's time and attention.
• Coordinate travel, accommodation, transportation, reservations, and itineraries.
• Handle last-minute changes when required.
• Identify potential problems before they become urgent.
• Present solutions and recommended next actions rather than simply reporting problems.
• Handle confidential business and personal information with discretion.
• Maintain organized executive documents, contacts, meeting notes, projects, priorities, and recurring responsibilities.
• Close outstanding tasks and follow-ups promptly.

Weekly Responsibilities

The successful candidate will:

• Conduct a weekly audit of the CEO's calendar.
• Ensure upcoming meetings align with company priorities.
• Prepare documents, agendas, data, talking points, and relevant context for important meetings.
• Maintain an executive priority tracker.
• Track deadlines, delegated responsibilities, pending decisions, and follow-ups.
• Identify stalled priorities and take action to move them forward.
• Coordinate with department leaders to gather information required by the CEO.
• Review outstanding leadership action items.
• Drive accountability until tasks are completed, delegated, or reprioritized.
• Identify recurring administrative bottlenecks.
• Improve the systems behind recurring processes.
• Organize leadership meeting agendas.
• Capture and distribute action items and next steps.
• Review the following week's schedule and resolve potential problems in advance.

Monthly Responsibilities

Monthly responsibilities include:

• Reviewing how the CEO's time is allocated.
• Identifying wasted, overcommitted, or low-value time.
• Recommending improvements to executive workflows.
• Improving communication, documentation, delegation, meetings, and decision-making processes.
• Auditing recurring meetings and commitments.
• Identifying opportunities to delegate, automate, shorten, change, or eliminate unnecessary commitments.
• Organizing upcoming business travel and major company events.
• Preparing for launches, speaking engagements, leadership priorities, and major deadlines.
• Maintaining documentation for recurring executive processes.
• Identifying opportunities to use systems, automation, AI, templates, and delegation to increase executive leverage.
• Providing visibility into outstanding priorities, unresolved decisions, bottlenecks, and potential risks.

How Performance Will Be Measured

Success will be based on the amount of speed, leverage, organization, and execution the Executive Assistant creates.

Key performance expectations include:

• Fast responses to priority communications.
• Rapid routing of time-sensitive requests.
• Same-day completion of tasks that can reasonably be completed that day.
• Accurate and strategically managed calendar.
• Minimal preventable scheduling errors.
• Strong preparation for meetings and travel.
• Consistent completion of executive action items.
• Minimal need for the CEO to provide repeated reminders.
• Faster resolution of administrative bottlenecks.
• Improved visibility across executive priorities.
• Strong confidentiality and discretion.
• Increased CEO capacity for growth, leadership, revenue, strategy, and high-value relationships.

Eligibility Requirements

Applicants should have:

• Proven experience supporting a CEO, founder, senior executive, or leadership team.
• Experience as an Executive Assistant, Chief of Staff, Executive Operations professional, or in a comparable role.
• Experience working in a fast-paced environment where responsiveness is important.
• Experience managing complex calendars.
• Experience handling executive communications.
• Experience coordinating travel and logistics.
• Strong project and deadline management skills.
• Ability to manage competing priorities.
• Excellent written and verbal English.
• Exceptional organizational skills.
• Strong attention to detail.
• Excellent follow-through.
• Strong judgment and discretion.
• Ability to work independently.
• Ability to make decisions with incomplete information.
• Experience using modern productivity, communication, project-management, documentation, automation, and AI tools.
• Ability to work both strategically and tactically.

A Bachelor's degree or higher is preferred.

Experience in a high-growth entrepreneurial, education, coaching, consulting, professional services, media, or online business environment is an advantage.

Ideal Candidate

This position is suited to someone who:

• Naturally moves quickly.
• Takes ownership without waiting for instructions.
• Anticipates what will be needed next.
• Responds promptly to important communications.
• Can distinguish between genuine urgency and noise.
• Makes sound decisions without needing perfect information.
• Knows when to act independently and when to escalate.
• Can manage numerous moving pieces without losing details.
• Follows up persistently when necessary.
• Communicates clearly and professionally.
• Thinks in terms of solutions rather than problems.
• Uses technology and automation to improve efficiency.
• Maintains strict confidentiality.
• Thrives in a high-growth environment with changing priorities.

Who Should Not Apply

This role may not be suitable for someone who:

• Needs every task explicitly assigned before taking action.
• Frequently allows simple tasks or messages to remain unresolved.
• Is uncomfortable with fast response times.
• Requires excessive time to make routine decisions.
• Uses perfectionism as a reason to delay execution.
• Waits until deadlines are approaching before following up.
• Views calendar management as basic scheduling.
• Frequently misses details or forgets commitments.
• Struggles when priorities change quickly.
• Is uncomfortable holding others accountable.
• Avoids making decisions out of fear of being wrong.
• Reports problems without considering possible solutions.
• Is looking for a low-pressure administrative position.
• Prefers simply completing assigned tasks instead of improving systems.

Remote Work Requirements

The position is open to exceptional international candidates.

Applicants must be able to:

• Work reliably in a remote environment.
• Communicate fluently in English.
• Maintain meaningful overlap with the CEO and leadership team's working hours.
• Remain responsive during agreed core business hours.
• Support occasional early, late, or time-sensitive executive requirements when necessary.
• Communicate effectively across different time zones.

Required Setup

Candidates must have:

• Reliable high-speed internet.
• A professional remote-work environment.
• Excellent written and spoken English.
• Availability for significant overlap with U.S. Eastern Time business hours.
• Any documentation or legal authorization required to work as an employee or contractor from their country of residence, depending on the engagement structure.

Salary and Benefits

The position pays:

$1,500 per month

Additional benefits include:

• Performance-based bonuses may be available.
• Direct exposure to executive leadership.
• Opportunity to contribute to a growing company.
• Significant ownership of executive operations.
• Opportunities for increased responsibility and career growth.

How to Apply

The job listing provided does not include a direct application URL. Candidates applying through the original Indeed listing should use the Apply with Indeed option.

Pay: $1,500 per month
Employment Type: Full-time
Work Setting: Remote
Location: International / Remote