The Executive Assistant role is a critical strategic partnership that directly impacts the executive's productivity and focus. This advanced course is tailored for professionals who manage the demanding, complex schedules and high-stakes administrative needs of senior leaders. Participants will master advanced calendar delegation, travel logistics, confidential communication, and the proactive anticipation required to seamlessly manage a C-suite executive's time and office. The program emphasizes a strategic approach, ensuring the executive's time is optimized and protected, enabling them to concentrate on core business objectives.
Executive Support and Complex Calendar Management
Office Administration and Executive Support
October 25, 2025
Introduction
Objectives
Objectives:
Upon successful completion of this course, participants will be able to:
- Proactively anticipate the executive's needs and shield their time for strategic priorities.
- Master advanced calendar management, including delegation, time zone logistics, and buffer time.
- Design, organize, and manage complex domestic and international travel itineraries.
- Handle confidential information and communication with the utmost discretion and security.
- Manage the flow of communication, prioritizing messages and drafting correspondence on behalf of the executive.
- Prepare comprehensive meeting materials and track subsequent action items and decisions.
- Develop a seamless system for expense reporting, budget tracking, and invoice processing.
- Function as a strategic business partner, serving as a liaison with internal and external stakeholders.
Target Audience
Target Audience:
- Executive Assistants (EAs) and Senior Executive Assistants
- Administrative Assistants supporting C-level or VP executives
- Personal Assistants to senior leaders
- Board Administrators and Coordinators
- Anyone transitioning into a high-level executive support role
- Professionals seeking to elevate their strategic partnership with an executive
Methodology
- Role-playing scenarios for managing a complex travel crisis and sudden re-prioritization.
- Hands-on lab work on advanced calendar delegation and time zone scheduling.
- Case studies focused on ethical dilemmas in handling confidential executive information.
- Individual exercise in drafting an executive-level summary report and meeting agenda.
- Group activity: building a comprehensive, multi-stop international travel itinerary.
- Discussions on best practices for managing up and setting professional boundaries.
- Expense reporting software demonstration and practical reconciliation exercise.
Personal Impact
- Establishment as a highly valued, strategic business partner to the executive.
- Mastery of complex travel and calendar management with zero errors.
- Enhanced professional credibility and reputation for discretion and reliability.
- Increased confidence in handling high-stakes, confidential communications.
- Greater clarity in professional focus, aligning work with executive priorities.
- Ability to predict and proactively mitigate administrative challenges.
Organizational Impact
- Significantly increased executive productivity through optimized, protected time.
- Reduced executive stress and focus on administrative details and logistics.
- Seamless, error-free travel coordination, minimizing costly disruptions.
- Improved quality and professionalism in all executive-level correspondence and reporting.
- Enhanced security and compliance in the handling of confidential corporate data.
- Better communication and relationship management with critical external stakeholders.
Course Outline
Unit 1: The Strategic Executive Partnership
Anticipation and Proactive Support- Transitioning from reactive task-doer to a proactive strategic business partner.
- Developing deep knowledge of the executive's priorities, goals, and communication style.
- Creating pre-emptive systems to ensure the executive is always prepared for meetings and events.
- Shielding the executive from low-priority interruptions and managing their "gatekeeper" role.
- Establishing protocols for managing sensitive files, emails, and conversations.
- Understanding the legal and ethical implications of handling confidential corporate information.
- Maintaining discretion with employees, clients, and family members.
- Securing personal and professional digital and physical assets of the executive.
Unit 2: Advanced Calendar and Time Management
Complex Calendar Mastery (Outlook/Google)- Implementing time blocking for focus time and strategic work on the executive's calendar.
- Managing dynamic priorities by rapidly rescheduling and re-prioritizing appointments.
- Techniques for handling invitations (accepting, declining, proposing new times) on behalf of the executive.
- Setting up and managing calendar delegation rights and permissions securely.
- Coordinating complex meetings across multiple time zones and international participants.
- Allocating appropriate travel/buffer time between appointments for transitions.
- Ensuring all necessary resources (room, technology, materials) are booked and confirmed.
- Proactively reviewing the calendar days and weeks ahead to identify potential conflicts.
Unit 3: Mastering Executive Travel Logistics
Domestic and International Itinerary Planning- Designing comprehensive, error-free itineraries, including transportation, accommodation, and meetings.
- Booking and managing flights, cars, and private travel arrangements according to policy.
- Understanding and managing international travel complexities (visas, currency, cultural protocols).
- Creating a contingency plan for travel delays, cancellations, and emergencies.
- Implementing a streamlined, compliant system for tracking and reporting executive expenses.
- Managing corporate credit card reconciliation and resolving discrepancies quickly.
- Overseeing and tracking a small departmental or executive office budget.
- Processing and tracking approval for vendor invoices and financial payments.
Unit 4: Communication and Document Flow
Correspondence Management- Drafting professional emails, memos, and letters in the executive's voice and style.
- Managing the executive's inbox: filtering, prioritizing, and responding as appropriate.
- Preparing high-level reports and board materials in alignment with company branding.
- Summarizing complex documents and highlighting key decisions for the executive.
- Coordinating the timely distribution of all pre-read materials and agendas.
- Taking accurate, concise minutes that capture decisions, actions, and key intent.
- Systematically tracking and following up on all action items assigned to the executive or team.
- Organizing and archiving meeting documents for easy future reference.
Unit 5: Board and Stakeholder Liaison
Interacting with High-Level Stakeholders- Mastering professional protocol when communicating with board members, VPs, and external clients.
- Managing sensitive correspondence between the executive and high-profile contacts.
- Scheduling and coordinating board meetings, retreats, and confidential events.
- Serving as a professional, positive representation of the executive's office.
- Coordinating executive professional development, memberships, and continuing education.
- Managing the general upkeep and organization of the executive's physical and virtual office.
- Developing and managing a filing system that supports the executive's work habits.
- Providing backup support and cross-training for other executive support staff.
Ready to Learn More?
Have questions about this course? Get in touch with our training consultants.
Submit Your Enquiry