You’ve Come This Far — Don’t Settle Now
You’ve achieved a lot — but it’s taken everything you’ve got.
Maybe you’re a leader who holds everything together while quietly burning out...
A woman who’s doubting herself despite a track record of success...
An organisation that wants to invest in people — but needs the right partner to create real change.
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At Courage Over Comfort Coaching, we believe the next chapter can be different.
You don’t need to do more — you need to do what matters most.
We help leaders, teams, and changemakers like you create space to grow, reset, and lead with clarity, courage, and confidence.
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Let’s make sure your next step is the right one.

Real Coaching - Real Change
For Women, Schools & Organisations.
Support tailored to who you are — and where you're headed.

Transform your staff culture, strengthen leadership, and support wellbeing in a high-stakes world.
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Instructional Coaching CPD
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Wellbeing Workshops for Staff
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Leadership, Executive and
Emotional Support Coaching -
Coaching Culture Accreditation (New for Autumn 2025)
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Designated Safeguarding Lead (DSL) Supervision & Support
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Education Consultancy & School Improvement

Step into your power, conquer imposter syndrome, and lead with courage — in your career, business, or personal growth.
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​Executive and Leadership Coaching for Women
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Career Coaching & Interview Preparation
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Impostor Syndrome Masterclass
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Business Coaching
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Leadership Development Programme for Women
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Wellbeing & Confidence Coaching

People-centred coaching, consultancy, and workshops that build confident leaders and inclusive, high-performing teams.
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​Leadership, Executive & Change Management Coaching
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Team Building Workshops
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Interpersonal Skills Workshops
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Public Speaking & Keynotes
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Build the Mindset to Lead and Scale Masterclass
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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.
I Hold Up the Mirror — You Choose the Next Step.
I’m Diane — Executive Coach, Headteacher, and founder of Courage Over Comfort Coaching.
For over 20 years, I’ve helped women, school leaders, and organisations lead with confidence, navigate change, and create meaningful impact.
You already have what it takes. I help you turn potential into progress — with coaching, consultancy, and wellbeing support tailored to your journey.
Whether you're stepping into a new role, managing change, or building a culture that empowers others, I’ll be by your side — reflecting what matters, challenging what’s holding you back, and helping you move forward with courage and clarity.

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.
Blog
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.
