Leading Courageous Conversations (Programme) 2025

Want to develop your communication and leadership skills in holding Courageous Conversations?

What is a Courageous Conversation?

In courageous conversations, whether in the context of performance appraisal, mentoring, or coaching, individuals are encouraged to express their views openly and truthfully, rather than defensively or with the purpose of laying blame. Integral to courageous conversations is an openness to learn.

What is an example of a Courageous Conversation?

Typical examples include handling conflict, confronting a colleague, expressing an unpopular idea on a team, asking for a favour, saying no to a request for a favour, asking for a raise, or trying to have a conversation with someone who is avoiding you. Research shows that many women find such “courageous conversations” challenging as we have been conditioned to be compliant.

Training Overview:

• 6 training sessions (all are 90 mins and virtual)
• 12 contact hours
• Curated reading and self-directed learning

Training Schedule:

• Learning Outcome: Building Consciousness, Confidence and Competence
• Learning Outcome: Creating the Container
• Learning Outcome: Building Psychological Safety
• Learning Outcome: Embracing Vulnerability
• Learning Outcome: Handling Emotional Wake
• Learning Outcome: Daring to Lead with Radical Candour

Training Dates:

• Friday 19th September 2025: 9.00-10.30am GMT/ BST
• Friday 17th October 2025: 9.00-10.30am GMT/ BST
• Friday 14th November 2025: 9.00-10.30am GMT/ BST
• Friday 16th January 2026: 9.00-10.30am GMT/ BST
• Friday 13th February 2026: 9.00-10.30am GMT/ BST
• Friday 13th March 2026: 9.00-10.30am GMT/ BST

Training Facilitator:

Hannah Wilson, is a Leadership Development Consultant, Coach and Trainer. She is a Former Headteacher, the Co-Founder of #WomenEd and #DiverseEd. She is the Co-Editor of Diverse Educators: A Manifesto.

Target Audience:

School and Trust Leaders (teachers and operational managers)

Spaces Available: 16

Programme Cost: £450+VAT per person (email me if you would like an invoice instead of paying through Eventbrite hello@hannah-wilson.co.uk)

What to Expect:

Expect to be challenged in a safe and supportive way as we navigate how to set up and hold the conversations that we avoid. We will unpack the themes of authenticity, vulnerability and courage, considering what this means for our leadership style.

What You Will Learn:

We will raise our consciousness, increase our confidence and develop our competence in how we show up as leaders. We will develop deep listening skills, we will explore difficult topics, and we will practise the art of simultaneously caring and challenging others.

What You Will Gain:

You will develop new skills. You will establish critical friends. You will be more confident in tackling those courageous conversations with your colleagues.

Testimonials:

" The participants are loving it! Thanks for engaging and challenging them!"

Deputy CEO, East of England MAT.

"Hannah is a very skilled facilitator and enabled our staff to really reflect".

Headteacher, South of England

"The training was engaging, clear and delivered with openness and honesty. It promoted great discussion between different groups of staff".

Assistant Headteacher, North of England