Client Login

Free Leadership Readiness Check

Could your business run without you next month?

A free 12-point check that shows where your leadership team is waiting on you, and where to start

Take the readiness check
Inside the check

01 Clarity: does each leader own their area?

02 Courage: do hard conversations happen early?

03 Cadence: does your rhythm drive decisions?

12 questions. You score it yourself.

Does this sound familiar?

“I feel like I carry the entire burden of the business.”

“My team waits for direction. They won’t speak up or make the call.”

“I’m constantly having to push for the hard conversations.” 

“We knew it was a problem for months and nobody did anything.”

It isn’t effort. It isn’t talent.

Your leaders are capable. But somewhere along the way, they learnt that the safest move is to wait for you. So the decisions come back to your desk, the hard conversations sit for months, and you end up in every room.

“Just delegate more” doesn’t fix that. Handing over tasks doesn’t change how people lead. What changes it is clarity about who owns what, the courage to say the hard thing early, and a rhythm that holds it all in place.

What the check shows you

Clarity

Whether each leader truly owns their part of the business, or keeps bringing it back to you.

Courage

Whether your team says the hard thing early, or lets issues fester until they escalate.

Cadence

Whether your leadership meetings drive real decisions, or just report status back to you. escalate. while you firefight.

What leaders say

Do yourself a favour… you will not regret it.

Gabriel Said, GM, BOO Studio

A no-brainer investment.
Mohamad Hannaway, CEO, The Frameshop

Watch Steve Thorne, CEO of BOO Group, on working with Orchard

Hi, I’m Charlie Winn

I’ve spent more than 20 years in professional services, consulting and agencies, so I know what it’s like when the business grows faster than the leadership team around you.

Through Orchard Coaching, I work with founders of businesses with 15 to 100 people who want a team that runs the business with them, not one that waits for them

Take the Leadership Readiness Check

Clarity

Do your leaders know who they are and what they own?

Every leader can name, in one sentence, exactly what they own and what "winning" looks like in their role.
This field is required.
Your leaders make decisions inside their remit without checking with you first.
This field is required.
You could name each leader's biggest development gap, and so could they.
This field is required.
Nobody on your leadership team is quietly still doing their old job by day and "leading" in the cracks.
This field is required.

Courage

Will your team say the hard thing early?

Your leaders raise problems while they are still small, not after they have become a crisis.
This field is required.
People disagree with each other openly in leadership meetings, not afterwards in the car park.
This field is required.
Your leaders give each other direct feedback without routing it through you.
This field is required.
In the last month, someone brought you a hard truth you did not want to hear.
This field is required.

Cadence

Is there a rhythm that holds it all together?

Your leadership team meets on a set rhythm and brings strategic questions, not just status updates.
This field is required.
There is a clear, shared way of tracking what matters, not just numbers living in your head.
This field is required.
Your best people are not running on fumes; the pace is sustainable enough that you are not about to lose one.
This field is required.
If you took two weeks fully off, the rhythm would keep running without you.
This field is required.

Get Your Result

Enter your details to see your result and where to focus first.

This field is required.
This field is required.

Scroll to Top
For owners and leaders of growing businesses

You hired more people. It got worse!

You don’t have an accountability problem. You have a system problem.

✓ Test whether you have the right people
✓ Know when someone is genuinely the wrong fit
✓ Get work off your desk and keep it off
✓ Give the feedback you’ve been avoiding

30 September · 12–1pm AEST · Online

Save My Free Spot