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Antoinette Oglethorpe in a blue blazer is smiling and speaking to a group of people seated in a bright, white-walled room enjoying her career management masterclass

Confident Career Conversations Masterclass

Transform career conversations. Empower your people.

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Take the Keynote Further with a Practical, Hands-on Learning Experience.

If Antoinette’s keynote inspired your leaders to start meaningful career conversations, this masterclass gives them the tools and confidence to do it. It’s where inspiration turns into implementation. The Confident Career Conversations Masterclass takes the principles, models, and mindset shared on stage and embeds them through experiential learning. Participants not only explore the why of career conversations, they gain the tools, skills, and confidence to start having them right away.

Career conversations can be the most powerful tool a manager has — yet too many avoid them for fear of ‘getting it wrong.’ This masterclass removes that fear. Through practice, reflection, and practical tools, your managers will learn how to talk careers with clarity and confidence.

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Three Flexible Delivery Options:


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Live Masterclass

  • Delivered in-person or virtually
  • Facilitated by Antoinette with interactive exercises and real career conversations
  • Group discussion, reflection, and practical application
  • Use of the Career Conversation Toolkit
  • Includes Antoinette’s book Confident Career Conversations
  • Resources to embed the learning back at work
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Online Self-Study

  • Self-paced learning via the Teachable platform
  • Video modules, tools, templates, and reflection exercises
  • Includes the Career Conversation Model, Toolkit, and downloadable resources
  • Lifetime access for individual learners
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Blended Learning

  • A virtual learning journey for groups of managers
  • Combines self-study with live facilitation, peer learning, and real-world application
  • Tailored to your organisation’s needs and context
  • Flexible group size and delivery formats
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A Practical, Proven Next Step Toward Meaningful Career Conversations

The Confident Career Conversations Masterclass takes the inspiration sparked in Antoinette’s keynote and turns it into confident, practical action. Participants gain a deeper understanding of the Career Conversation Model, explore it in detail, and learn how to apply it to real-life scenarios straight away.

Forget scripts and theory-heavy frameworks. This is about real, human conversations that unlock growth. Conversations that feel doable for managers and meaningful for employees.

Who is it For?

Ideal for:

  • Managers who want to turn keynote insights into action
  • HR, L&D, or Talent leaders embedding career conversations organisation-wide
  • Teams or departments building a culture of career development
  • Mentors and coaches who want to deepen their approach
Get in touch
Antoinette Oglethorpe in a purple blouse stands and smiles whilst speaking to two seated women at a round table covered with documents and charts in a bright, minimalist office setting.

What Participants Learn

  • How to use the Career Conversation Toolkit and Model
  • The mindset and principles that make conversations effective
  • How to ask open, powerful questions that unlock motivation
  • How to apply a solution-focused approach to development discussions
  • What to say – and what not to say – when employees feel stuck or unmotivated
  • How to build psychological safety and trust
  • Practical techniques to help employees reflect, set goals, and take ownership
The Career Conversation Toolkit features a set of colourful, scattered cards labelled with titles like "Career Checkpoint," "Progress Review," and "Your Journey So Far.

Benefits to Your Organisation

  • Reinforce the keynote’s message with practical implementation
  • Equip managers with the skills and confidence to hold impactful conversations
  • Strengthen engagement, motivation, and retention through employee growth
  • Provide scalable, flexible learning to complement existing talent strategies

Training Tools & Materials

Every participant receives a comprehensive set of resources to embed learning:

  • Career Conversation Toolkit – a flexible, card-based set of tools for structured, impactful conversations
  • Application Guide – step-by-step support to plan, prepare, and follow up on conversations
  • Antoinette’s best-selling book, Confident Career Conversations
  • Real-world examples and scenarios
  • Optional access to online resources, templates, and follow-up materials
View all resources

Trusted by Leading Organisations Worldwide


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Logo and text for the International Agency for Research on Cancer and the World Health Organisation, featuring the WHO emblem with a staff and snake over a world map.
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“This was an excellent workshop thanks to the toolkit and its set of questions as well as Antoinette’s expertise and passion!”

Jean-Luc Marcelin, Programme Specialist, UNDP

“The toolkit actually gave me so much more confidence. It made my preparation for the conversation so much easier. The confidence the toolkit brings is invaluable.”

Kimberly Gregory, Red Stripe (Heineken Group)

“We’re already seeing the increasing confidence of our managers to tackle these discussions and feel better positioned to foster more enriched and authentic career conversations.”

Pam Davis, ANSTO

“The most useful thing about the programme was the powerful questions from the tool kit, real life examples, all the challenges (employee, leader and organization) addressed, how to develop a growth mindset... Loved it and I feel much more ready to have good career conversations.”

Annie Lafontaine, Export Development Canada

“It gave me a framework, the language, and the confidence to finally have conversations I’d been putting off.”

Line Manager, WHO

“The workshop was very well structured, practical-oriented, and engaging... Participants were continuously engaged throughout the workshops with activities to practice and reinforce the applicability of new tools and techniques.”

Julianna Soos, IARC

Ready to work together?

Inspire real change in your organisation. Start the conversation today.