Your Business is growing fast: Are Your Leaders Up to the Task? We Build the System That Prepares Them—and Your Business—for the Next Level.

Strong leadership is the engine of growth. When your business accelerates, clarity, alignment, and capability become the difference between scaling with confidence—or slipping into chaos.

I’m Charlie Winn, l will help you design the leadership system your business needs to grow sustainably, empower your people, and free you to focus on what matters most.

As a Fast-Growing Businesses of 15-100 employees are you finding:

Your business has grown beyond the owner-centric stage, so you’re finding leadership challenges multiplying:

These are leadership system problems—and they’re exactly what we fix.

Start With the Leadership System Diagnostic:

A practical, insight-driven assessment showing exactly where your leadership system is supporting your growth—and where it’s holding you back.

For $690 + GST, you’ll receive:

  • A tailored Leadership System Report detailing strengths, gaps, and priorities
  • Session 1: Explore your biggest leadership challenges and identify priorities
  • Session 2: Targeted coaching on one key leadership barrier

Walk away with clarity, focus, and the next steps to create a leadership system that scales as your business grows.

A Leadership System: for Rapid Growth Businesses

Fast-growing businesses need more than talented individuals—they need a leadership system that creates clarity, alignment, and capacity. Our Leadership System Diagnostic maps directly to the Orchard Coaching Framework, showing where your system is strong—and where it needs focus.

Lead Yourself

Growth • Balance • Awareness
Strong leaders start with self-awareness, resilience, and clarity. When leaders understand their impact, they make better decisions and lead others effectively.

Connected Leaders (TEAM)

Structure • Right Roles • Right People
Effective teams need clear structure, aligned roles, and strong collaboration. With shared metrics and accountability, leaders execute faster and avoid silos.

A Culture of Future Leaders

Development • Mindset • Alignment
Sustainable growth comes from developing the next generation of leaders. Align your team around vision and values to expand leadership capacity as your business grows.

Your Next Step: The Leadership System Diagnostic

Get clarity on leadership strengths, gaps, and priorities—plus two coaching sessions to tackle key challenges.
Create the leadership capacity your business needs to grow confidently.

Partner with Charlie & Orchard Coaching

Every business has its own unique challenges, and too often we’re stuck treating the symptoms rather than addressing the root causes holding us back. Not sure which program is right for you or your current and future leaders? Let’s start with a simple chat:

Initial Discussion: A 10-minute conversation or coffee to see if we’re a good fit and answer any questions. If needed, I’ll recommend the Leadership System Diagnostic.

Discovery Session: Start with the Leadership System Diagnostic to benchmark your business’ leadership maturity. We’ll debrief on the results and tackle a key challenge your organisation faces. The follow-up session will offer tailored recommendations to boost your leadership growth.

Programs: Group coaching focused on training your emerging leaders and enhancing their ability to coach others.

1-on-1 Coaching: Get personalised coaching with Charlie to overcome obstacles and develop the tools and mindset needed for sustainable leadership.

Initial Discussion
  • Check mutual fit
  • Answer questions
  • Confirm where to start
($0)
Discovery
  • Assessment
  • Debrief session
  • Follow-up session ($690+GST)
1-on-1 Coaching
  • Leadership Circle Profiling
  • Executive Coaching
Programs
  • Future Leaders Program
  • Leaders To Create Future Leaders™️ Program

Ready to take the next step?

LegacyBuilders: Leadership Retreat

Recharge | Rediscover | Re-inspire

What legacy will you leave behind? Who will benefit from your legacy? How are you leading now to achieve your legacy?

Answer these questions in the serenity of the Blue Mountains

Businesses I work with

Leaders to Create Future Leaders™️ Program

Imagine what your organisation could look like if you had more leaders stepping up?

What Charlie Winn’s clients say

Benefits of Working With Orchard Coaching

Get in Touch

Let’s have an initial no-obligation Discovery Call or chat to explore your
situation and needs. I’ll then explain how my Leadership Coaching can help you succeed.

I can’t wait to hear from you.

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