Leadership Coaching
Is this you?
You’re in a role where your decisions carry real consequence. You’re capable, experienced, and trusted — yet some things feel harder than they should. Certain patterns keep repeating. Trade-offs feel heavier. The space to think clearly is harder to protect.
Alongside this, there may be a quieter pull. A sense of aloneness, or a feeling that your leadership no longer fully reflects who you are now, only who you’ve learned to be. Purpose may feel unclear or less straightforward. Questions about meaning, integrity, or direction surface — and they don’t resolve through effort, expertise, or performance alone.
If this sounds familiar, you may be at a point where a different kind of support becomes useful.
What this work involves
This is sustained one-to-one work that engages the real conditions of leadership, both inner and outer. We work with live material: decisions you’re facing, relationships that carry weight, moments where values collide or clarity slips.
Attention is given to how decisions are made, how responsibility is carried, and what shapes your default responses under pressure. The work is reflective and practical at the same time. Insight matters only insofar as it changes how you decide, speak, and act.
Over time, this becomes a place to think honestly, without performance — and to reconnect leadership with how it is actually lived.
The impact
Over time, leaders describe a shift in how leadership is experienced from the inside. Thinking becomes clearer. Decisions land more cleanly. There is less internal friction and less reliance on urgency or role to carry weight.
This shows up in the work itself. Direction is easier to hold. Conversations move more quickly to what actually matters. Boundaries are clearer. Decisions stick. Others respond with greater trust and follow-through, particularly in uncertain or high-stakes situations. Leadership feels cleaner — less noise, less drag, more impact.
Some familiar ways of operating fall away. What takes their place is leadership that is more grounded, more consistent, and more recognisable — expressed through decisions, relationships, and moments of pressure.
Testimonials
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Testimonials 〰️
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![Liz Dimmock, CEO, Moving Ahead]()
"My personal work with Holiday has given me insight, learning and development unlike any other I’ve experienced before - and I've experienced a lot in my 20+ year career! I feel seen and deeply understood.”
Liz Dimmock, CEO, Moving Ahead
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![Jeyda Heselton, Co-Founder & CEO, Fettle]()
" I’ve done many different training courses designed to improve my skills, but none has been as effective as working with Holiday for creating lasting change. "
Jeyda Heselton, Co-Founder & CEO, Fettle
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![Jools Skeet, Writer]()
"Working with Holiday has been the single most beautiful gift I have given myself. She will provide the perfect environment for you to grow and you will feel empowered, through her brilliant guidance, to continue your journey once you have parted ways. Thank you Holiday for everything. For creating a space where I felt I could be myself."
Jools Skeet, Writer
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![Laura Jane Williams, Sunday Times bestseller Author]()
"I found myself able to access thoughts and feelings that were holding me back without judging myself: her questions and prompts are thoughtful, she truly listens and what she did for me in three months would have taken a lifetime to understand and implement on my own.”
Laura Jane Williams, Sunday Times bestseller Author
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![Glyn Fussel, Broadcaster and Founder Sink the Pink, East Creative and Mightly Hoopla]()
"Holiday is one in a million, she has a gift to transform how you work by just bringing out your best! Her attention to personal and professional growth are unrivalled and I can’t recommend her enough!”
Glyn Fussel, Broadcaster and Founder Sink the Pink, East Creative and Mightly Hoopla
Book a FREE discovery call
A discovery call is a chance to explore whether this work feels like a good fit.
It’s a short conversation where we can talk about what’s bringing you here, the questions you’re carrying, and what kind of support would be most useful now. There’s no expectation to arrive with a clear agenda or decision.
If it feels right to continue, we’ll talk about what working together could look like.