1 Day Communication Skills Workshop for Executive Assistants in Winnipeg

Schedule

Thu, 14 May, 2026 at 09:00 am to Tue, 15 Dec, 2026 at 05:00 pm

UTC-04:00

Location

Regus | Winnipeg, MB

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This 1 day program is tailored for current Executive Assistants and ambitious professionals preparing to step into executive support roles.
About this Event

Duration: 8 hours (including breaks) | Format: In-person / In-house / Online / Hybrid Certification: Course Completion Certification | Credits: 8 CEUs/CPDs/PDUs

Course Overview:

This workshop aims to strengthen the communication capabilities of Executive Assistants by helping them communicate clearly, confidently, and professionally in fast-paced executive environments. Participants will enhance their verbal, written, and interpersonal communication skills, learn how to manage upward communication effectively, handle difficult conversations diplomatically, and represent leadership with professionalism. The program also supports aspiring EAs in understanding the communication standards expected in executive support roles.

Course Overview:

Key Outcomes

By the end of the program, participants will be able to:

  • Communicate clearly and confidently with senior leader
  • Manage professional communication across levels and functions
  • Draft concise and effective executive emails
  • Practice assertive yet respectful communication
  • Handle challenging conversations professionally
  • Improve listening skills and reduce communication errors
  • Build credibility and trust through communication
  • Understand the communication expectations of an Executive Assistant role.

Target Audience

Primary Audience

Executive Assistants supporting CEOs, Directors, VPs, or Senior Managers

Senior Administrative Assistants

Personal Assistants to leadership teams

Office Managers handling executive coordination

Secondary Audience (Aspirants)

  • Administrative professionals aiming to move into Executive Assistant roles
  • Team coordinators or project support staff seeking career advancement
  • Professionals newly promoted into executive support positions
  • This course is suitable for the individuals who:
  • Interact regularly with senior leadership and cross-functional stakeholders
  • Manage confidential information and executive communication
  • Coordinate meetings, correspondence, and executive schedules
  • Seek to enhance confidence, professionalism, and communication impact
  • Want to strengthen their readiness for higher-level executive responsibilites

Training Methodology

  • Interactive discussions
  • Real-life workplace scenarios
  • Role plays
  • Group activities
  • Case studies
  • Self-assessment
  • Practical writing exercise

Note: The training schedule includes two 15-minute coffee breaks and one 30-minute lunch break


How can hosting a Communication Skills workshop internally strengthen your executive support function?

Because supporting your team through every life stage is not just compassionate, it is strategic.

By delivering this training to your people, your organisation enables employees to:

  • Improves Communication Consistency: Creates a uniform standard of professional communication across executive support staff.
  • Enhances Executive Support Quality: Strengthens how the team represents and communicates on behalf of leadership.
  • Reduces Miscommunication Errors: Improves clarity in emails, briefings, and verbal updates.
  • Builds Confidence with Senior Leaders: Enables EAs to interact assertively and professionally with executives.
  • Strengthens Stakeholder Relationships: Enhances collaboration across departments and with external partners.
  • Prepares Future Executive Assistants: Supports internal talent development and succession planning.
  • Increases Productivity: Clear communication reduces back-and-forth, misunderstandings, and delays.
  • Promotes Professional Growth: Encourages a proactive, strategic mindset within the executive support team.


Interested in scheduling this Strategic Communication Mastery for Executive Assistants as a private program at your organization in 2026?


Hosting this workshop in-house allows the content to be tailored to your organisation’s communication culture, leadership style, and real workplace scenarios while enabling confidential discussion of internal challenges. It strengthens alignment within the executive support team by establishing consistent communication standards and best practices. Additionally, it is cost-effective, enables immediate workplace application, and supports succession planning by preparing aspiring Executive Assistants internally.

Partner with our team to tailor the content, executive scenarios, and delivery format to align with your leadership culture and business priorities. This immersive 1-Day / 8-Hour training can be delivered at your convenience on-site, private classroom, hybrid, or live virtual.

What this course brings to your organization:

  • Stronger executive–assistant alignment and partnership
  • Clear, confident, and strategic communication across levels
  • Improved decision support and information flow
  • Reduced miscommunication and workplace friction
  • Elevated executive presence and professional credibility
  • Greater efficiency in meetings, reporting, and stakeholder coordination

Enquire now at [email protected] for scheduling details and group discounts.

Let’s strengthen the strategic influence of your Executive Assistants and enhance leadership effectiveness across your organization.

Whether you're developing a focused team of 5 or equipping a large EA network of 100+, Wisdom Hub delivers practical frameworks, real-world application, and measurable impact — bringing wisdom beyond knowledge to every learning experience.

© 2026 Wisdom Hub. All rights reserved.


Agenda
Module 1: Role of Communication in the Executive Assistant Function

Info: Topics Covered:
● The EA as a communication bridge between leadership and stakeholders
● Internal vs. external communication responsibilities
● Common communication challenges faced by EAs
● Communication expectations from senior management
● Professional image and credibility


Module 2: Verbal Communication & Professional Etiquette

Info: Topics Covered:
● Speaking clearly and confidently
● Professional tone and word choice
● Telephone and virtual meeting etiquette
● Handling senior leaders respectfully
● Managing interruptions and time pressure


Module 3: Active Listening & Understanding Executive Expectations

Info: Topics Covered:
● Importance of active listening
● Avoiding assumptions and miscommunication
● Clarifying instructions effectively
● Note-taking techniques for meetings
● Asking the right questions


Module 4: Business Email & Written Communication Skills

Info: Topics Covered:
● Structure of a professional email
● Writing concise and clear messages
● Tone management in email communication
● Writing on behalf of executives
● Managing difficult email responses


Module 5: Assertiveness & Managing Difficult Conversation

Info: Topics Covered:
● Difference between passive, aggressive, and assertive communication
● Saying “no” politely
● Handling demanding stakeholders
● Managing conflicts calmly
● Maintaining professionalism under pressure


Module 6: Managing Upward & Cross-Functional Communication

Info: Topics Covered:
● Communicating effectively with senior executives
● Providing updates clearly and briefly
● Escalating issues appropriately
● Maintaining confidentiality
● Building trust with leadership


Module 7: Communication Skills for Aspiring Executive Assistants

Info: Topics Covered:
● Communication differences between admin and EA roles
● Executive-level professionalism
● Building confidence to interact with senior leaders
● Developing communication credibility


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Where is it happening?

Regus, 201 Portage Ave 18th Floor, Winnipeg, Canada

Event Location & Nearby Stays:

Tickets

CAD 466.01 to CAD 586.07

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