Managing difficult leader conversations

Explore how to handle the most challenging stakeholder conversations and learn what to do when they don’t go to plan.

Every communicator needs to have difficult conversations – it’s simply part of the job. In this interactive workshop you’ll explore how to manage the most challenging aspects of your stakeholder conversations and learn what you can do when they don’t go to plan. Throughout the session, you’ll have the opportunity to:

  • Consider what makes conversations ‘difficult’ for you and your stakeholders.
  • Understand how to adapt your comms style to that of your stakeholders.
  • Discover how to use AI as a safe role-play partner to test your responses before a real conversation.
  • Learn techniques for managing conversations when they go off track and for saying “no” to requests with clarity and confidence.
  • Develop a targeted, actionable personal plan to immediately enhance the way you approach difficult stakeholder conversations.

You can book a single seat on this course or opt to include unlimited access to Kademy's content library for 12 months as well.

Single seat

3 November 2026 | 1.30-3.00pm BST

Price: £795 / $1050 / €960 per seat (excl. tax)

Discounts are available for multiple seats – email us for more information or call +44 (0)207 157 9787 to talk to one of the team.

Buy single seat
Single seat + 12-month unlimited access to content library

3 November 2026 | 1.30-3.00pm BST + content library access

Price: £995 / $1,300 / €1,125 (excl. tax)

Buy 12-month bundle

Every Kademy course blends on-demand learning with live workshops, combining the flexibility of self-paced study with the energy of live discussion, practice and peer learning.

Pre-work

Approximately one week before the course you’ll get access to the Kademy learning platform. You’ll be able to meet your trainer and fellow participants, explore key resources, and complete some short pre-reading activities. Taking this time in advance will ensure you arrive ready to contribute and get the most out of the workshop experience.

Live workshop

Next, you’ll come together for a live virtual workshop to get specific about what makes certain conversations ‘difficult’ and why they can derail. You’ll use that theory to think critically about your own behaviour patterns and default responses, learning techniques that can deliver more constructive outcomes for you and your stakeholders. You’ll also work in coaching pairs to create a personal plan so you can start making changes straight away..

Follow-up

Finally, you’ll receive follow-up materials to continue your learning and have the opportunity to complete a quiz to earn your Certificate of Completion.

Why attend?

  • Learn by doing: Each session is packed with practical exercises, case studies and real-world examples to help you apply ideas straight away.

  • Gain fresh perspectives: Work alongside communicators from other organisations and discover how they’re tackling similar challenges.

  • Learn from experience: Benefit from Kademy’s expert trainers with deep experience in communication and facilitation.

  • Take away useful tools: Access practical templates and resources you can use back at work to keep developing your skills.

  • Stay current: Build confidence knowing your knowledge and approach reflect the latest thinking and workplace trends.

This was a very useful course that really made me think inwardly about how I ‘show-up’ with leaders in this business. It has given me tools to help prepare for conversations that I know I will use again.
Courses for individuals
  • Grow your network by connecting with fellow comms pros to share insights and challenges.
  • Build confidence in a supportive space while using practical templates and tools.
  • Learn from expert trainers and discover comms models and frameworks you can apply to your work.
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