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
About the Role 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.
What You’ll Be Responsible For Lead & Booking Management - 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
Contracts, Travel & Logistics - 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
Executive & Operations Support (CEO Partnership)- 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
Systems, Projects & Workflow - 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
Strategy, Reporting & Optimization - 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
What We’re Looking For 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
Contractor Notice This is a full-time contractor role . The contractor is responsible for all tax deductions.
Job Tags
Full time, Contract work, For contractors, Work at office, Flexible hours,