Job Description

Job Description

Executive Assistant (Contract)

Company: Charles Clark International

Status: Full-Time Contractor (No Benefits)

Location: Remote

Compensation: $50,000 annually

Schedule: Monday–Thursday | 8:30 AM – 5:00 PM (ET)

Flex Friday: 8:30 AM – 2:00 PM (ET)

Start Date: Monday, January 12th, 2026

Charles Clark International is seeking a highly organized, strategic, and execution-driven Executive Assistant & Booking Manager to serve as a right-hand partner to the CEO and support the operations, booking pipeline, and client experience of a global keynote speaker brand.

This role is ideal for someone who thrives in close collaboration with leadership, takes initiative, and can manage both high-level strategy and day-to-day execution. You’ll work directly with the CEO to manage leads, bookings, travel, and internal systems—playing a critical role in revenue flow, operations, and overall momentum of the business.

• Manage all incoming leads and client inquiries with professionalism, clarity, and urgency
• Make and take phone calls throughout the day with prospective clients, partners, and bureaus
• Qualify leads, guide prospects through the booking process, and move deals forward efficiently
• Manage a portion of leads and bookings through Journey Speakers Bureau (minimal workload)
• Serve as the primary point of contact for clients during the inquiry, contracting, and pre-event phases

• Oversee the contracting process using ClickUp and Dubsado , ensuring accuracy and timely execution
• Book and coordinate all travel logistics, including flights, hotels, ground transportation, and itineraries
• Ensure clients, bureaus, and internal stakeholders are aligned on event details and expectations

• Act as the CEO’s right-hand partner , providing daily operational and administrative support
• Maintain close communication with the CEO to prioritize initiatives, manage schedules, and support decision-making
• Tackle special projects, personal tasks, and time-sensitive requests assigned directly by the CEO with discretion and efficiency.
• Anticipate needs, flag risks, and proactively solve problems before they escalate
• Support internal projects and initiatives that directly impact growth, visibility, and revenue

• Maintain and update CRM records, deal stages, and booking documentation
• Track deadlines, deliverables, and milestones to ensure seamless execution
• Build, document, and refine repeatable processes that improve efficiency and consistency
• Coordinate with team members and contractors to ensure alignment and follow-through

• Track key performance metrics related to leads, bookings, and revenue
• Analyze data and provide insights to support strategic decisions
• Support marketing and operational initiatives across platforms such as Meta, Showit, and related tools
  

Experience & Skills

• Proven experience in executive support, booking management, or operations/project management
• Strong working knowledge of ClickUp and Dubsado (or comparable platforms)
• Confident, professional phone presence and strong written communication
• Highly organized, detail-oriented, and able to manage multiple priorities independently
• Comfortable working remotely while staying closely connected to leadership

About You

• You thrive in fast-paced environments and enjoy working closely with a CEO
• You take ownership and see things through from start to finish
• Organization and process come naturally to you
• You’re metrics-driven and comfortable analyzing data to improve results
• You communicate with clarity, confidence, and professionalism
• You respect deadlines and understand the importance of timeliness
• You believe strong individual performance fuels team success
• You’re adaptable, tech-savvy, and quick to master new tools
  

This is a full-time contractor role . The contractor is responsible for all tax deductions.

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