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Empowering Leaders, Women & Organisations to Lead with Courage, Clarity and Confidence

Executive Coaching, Leadership Development and Wellbeing Support for Schools, Organisations and Women Ready to Step Forward 

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You’ve Come This Far — Now It’s Time to Lead What’s Next

 

At Courage Over Comfort Coaching, we help leaders, women and organisations navigate complexity, pressure and change — without sacrificing confidence, wellbeing or purpose.

Led by an experienced Executive Coach, former Headteacher and leadership consultant, our work blends evidence-based coaching, real-world leadership experience and practical wellbeing strategies that create lasting, sustainable impact.

Whether you are leading a school, developing organisational capability or stepping into the next chapter of your career, our coaching supports you to move beyond self-doubt, lead with clarity and make courageous decisions that align with your values — and the life you want to build.

Woman at Work

Real Coaching - Real Change
For Women, Schools & Organisations.

Support tailored to who you are — and where you're headed.

Holding Hands Up High

Leadership coaching, wellbeing programmes and coaching‑culture development that strengthens leaders, supports staff and improves outcomes.

  • Instructional Coaching CPD

  • Wellbeing Workshops for Staff

  • Leadership, Executive and
    Emotional Support Coaching

  • Coaching Culture Accreditation (New for Summer 2026)

  • Designated Safeguarding Lead (DSL) Supervision & Support

  • Education Consultancy & School Improvement

Business Consultation

Executive and career coaching for women ready to overcome imposter syndrome, build confidence and progress with purpose.

  • ​Executive and Leadership Coaching for Women

  • Career Coaching & Interview Preparation

  • Impostor Syndrome Masterclass

  • Business Coaching

  • Leadership Development Programme for Women

  • Wellbeing & Confidence Coaching

Clapping Audience

Leadership and team coaching that develops resilient, emotionally intelligent leaders and high‑performing cultures.

  • ​Leadership, Executive & Change Management Coaching

  • Team Building Workshops

  • Interpersonal Skills Workshops

  • Public Speaking & Keynotes

  • Build the Mindset to Lead and Scale Masterclass 

  • Wellbeing Strategy & Consultancy 

Work With Me in Three Easy Steps

Whether you're looking for leadership coaching, wellbeing support, consultancy, or a transformational workshop — it all starts with one conversation.

We make the process simple, personal, and powerful.

Book a Clarity Call

Let’s talk about your needs, goals, and challenges — no pressure, no jargon.

Receive Your Tailored Plan

Get a bespoke coaching, training, or consultancy plan aligned with your vision and outcomes.

Grow with Courage, Not Comfort

Move forward with a clear plan, expert guidance, and the support you need to thrive — personally and professionally.

Why Courage Over Comfort Coaching?

  • Led by an ILM Level 7 qualified Executive Coach with over 20 years’ leadership experience

  • Former Headteacher with proven success leading school improvement and culture change

  • Trusted by schools, organisations and professionals across the UK

  • Specialist expertise in leadership development, wellbeing and coaching cultures

  • Practical, evidence-informed coaching grounded in real-world experience

Clients choose Courage Over Comfort Coaching for expertise that is credible, human and results-focused — not generic advice.

If you are ready to lead with confidence, create sustainable success and prioritise wellbeing — the next step starts with a conversation.

Diane Thompson, Executive Coach and Founder of Courage Over Comfort Coaching
“Diane is a real inspiration. Her coaching helped us all lead and manage teams in new, powerful ways."

Mia, Headteacher

Partnering for Impact and Accessibility

We believe coaching should be transformative — and inclusive.
When you partner with Courage Over Comfort Coaching, you not only invest in your people — you help extend coaching access to underrepresented leaders.
Each commission helps us to provide subsidised coaching for those who need it most. Together, we create ripple effects of equity, inclusion, and empowerment.

FREE RESOURCE: Impostor Syndrome Self-Assessment Quiz

Are you second-guessing your achievements? Feeling like a fraud — even when you're succeeding?
You're not alone — but you can shift that mindset.
Take this free, evidence-based quiz to discover your Impostor Syndrome profile and how you can start to break free from it.

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71-75 Shelton Street, London, WC2H 9JQ

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© 2026 Courage Over Comfort Coaching Ltd. All rights reserved.
Courage Over Comfort Coaching® and Courage Over Comfort 21-Day Challenge Series™ are trademarks of Courage Over Comfort Coaching Ltd.

 

No part of this material may be reproduced, distributed, or transmitted in any form without prior written permission from Courage Over Comfort Coaching Ltd.

 

All content is for personal development purposes only. Unauthorised use or distribution is prohibited.

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