Leadership Coaching
Leadership Coaching for Digital Transformation
What if you could guarantee your next high stakes tech project succeeds?
On time, on budget, delivering what was promised, leaving your reputation stronger than when you started? That’s what this coaching is designed to help you do.
Most digital transformations fail - not because of technology, but because of leadership.
After over 25 years leading and advising large-scale transformations, I’ve seen one truth hold firm: how you lead determines whether your project delivers or derails.
I’m Richard White, Founder & CEO of Digital Wisdom®. I work with executives who are navigating high-stakes programmes, acquisitions, system integrations, or multi-country rollouts, where success depends on clarity, alignment, and trust.
This coaching is designed for senior leaders, directors, and transformation owners, as well as those preparing to step into these roles, who want to strengthen their leadership approach, not by changing who they are, but by understanding their natural style and leading with balance.
What You'll Gain
Through focused, one-to-one sessions, you'll:
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Identify your dominant leadership style: Visionary, Structured, or Empathetic.
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Recognise blind spots that quietly limit delivery.
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Build strategies to close those gaps either through your own growth or by structuring the right team around you.
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Apply these insights directly to your live projects for measurable results.
Who This Is For
If you're:
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Leading a transformation that feels off-track,
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Facing misalignment between IT and business,
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Managing pressure from board expectations,
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Preparing to step into a leadership role, or
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Ready to recalibrate and lead with confidence, then
this coaching will give you the clarity, confidence, and tools to move forward.
What Makes This Different
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This isn’t leadership theory - it’s transformation coaching grounded in real-world experience.
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Built on over 25 years delivering results for complex global programmes.
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We’ll tackle your real situations, bringing structure to chaos, empathy to pressure, and clarity to uncertainty.
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Every session ends with practical actions you can apply straight away.
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The goal isn’t dependency, it’s self-sufficiency - helping you and your organisation grow stronger, not reliant.
About Richard White
Richard has spent over 25 years helping organisations deliver successful digital transformations - from billion-pound enterprises to fast-growing innovators.
He is the founder of Digital Wisdom, a consultancy focused on right-first-time delivery, and the creator of the Digital Wisdom® Framework helping leaders bring balance between people, process, project technology, and data.
Richard also hosts the Digital Wisdom® Podcast, where he shares insights from real-world transformation stories and explores what makes technology projects succeed.
Coaching Options
Once we've had our initial 30 minute call, you can choose from the coaching packages below to continue your journey.
"Digital Transformation isn't just about systems.
It's about people - and the leaders who have the courage to grow"
Richard White, CEO at Digital Wisdom