Better Business, Better Life – Issue 201

Last week, I stepped completely off the grid. No internet, no laptop, no tech. Just walking through Hobart & Bruny Island with a long-time girlfriend & a small group.

It’s amazing how quickly things sharpen when there’s no escape hatch.
Conversations are direct. Feedback is immediate. Issues don’t get parked, softened, or redirected. They get dealt with.

Because they have to.

And then I come back into leadership team sessions this week in Auckland, & I notice something straight away.

In business, we’ve become very good at avoiding the exact conversations that would actually move things forward.

BUSINESS TOOLS & REAL-LIFE LESSONS

Entering The Danger & Why We Don’t Take It Offline

There is a moment in many leadership team meetings that I have come to recognise instantly. 

The energy shifts. Someone hesitates. Another person jumps in too quickly. And suddenly, the conversation starts circling instead of landing. 

Then the phrases arrive. 

“That’s a bit harsh.” 

“We don’t really need to go there.” 

“Let’s not blow this up.” 

And most often of all, “let’s take this offline”. 

I understand why this one shows up so reliably. It sounds sensible. Kind. Efficient. A way of protecting people & keeping the meeting moving. 

But in that moment, taking it offline is usually the most dangerous thing we can do. 

In EOS, we talk about entering the danger. It means going directly to the issue everyone can already see, but no one wants to name. Not because it is comfortable, but because avoiding it quietly erodes trust, standards & alignment. 

One of the most common examples I see is when someone is clearly not right for their seat on the leadership team. 

Not a bad person. Not malicious. Simply not able to do what the role requires. 

Everyone knows it. Meetings feel heavier. Decisions stall. Accountability becomes fuzzy. Other leaders quietly pick up the slack. And yet, no one wants to say the words out loud. 

When I raise it, the instinctive response is often to protect the individual. 

“Let’s take this offline.” 

But we can’t. Because this is not a private issue. It belongs to the leadership team. 

Taking it offline sends a clear message to everyone else in the room. The real conversations happen somewhere else. The rules are flexible. Not everyone needs to hear the same truth at the same time. 

Alignment does not happen in corridors or side conversations. It happens when the leadership team stays in the room together & faces reality collectively. 

Mark C. Winters tells a story that illustrates this perfectly. 

He worked with a Visionary whose daughter joined the sales team. Over time, it became clear there were different standards at play. Exceptions were being made. Issues were protected. The Sales Leader felt undermined. The rest of the team was watching. 

When Mark pushed on it, the Visionary said, “Don’t go there.” 

Mark went there anyway. 

What emerged was not just a performance issue, but a pattern of special exemptions. And as Mark says so clearly, every exception teaches the team what the rules really are. 

The Visionary fired him a few days later. Not because Mark was wrong, but because the Visionary was not ready to have that conversation & knew Mark would not let him off the hook. 

That story lands because it is true. Not just in family businesses or founder-led organisations, but everywhere power, loyalty & history are in the room. 

Entering the danger is rarely about the surface issue. It is about integrity. About whether the stated standards of the organisation actually apply when it gets uncomfortable. 

When we stay in the room & enter the danger, the silence can feel long. Sometimes painful. But something important happens in that space. 

The truth is shared. The discomfort is collective. And the leadership team gets to make a conscious decision together. Coach up. Coach out. Change the seat. Reset the standard. 

Not perfect. Not painless. But honest. 

This is the part of the work no one puts in the brochure. And yet, it is the work that makes everything else possible. 

So if your EOS Implementer resists taking something offline, this is why. 

Because the toughest conversations belong in the room, with everyone present, where trust is built in real time. 

And if it feels uncomfortable, you are probably entering the danger exactly where it matters most. 

LINKS TO USEFUL STUFF

This section gives you quick access to 3 links - to articles, blogs, podcasts & stuff that will help you to create a better business & lead a better life.

Better Business and Life Resources

Article

business action

Why I Don’t Do Regular 1:1s the Way Most Leaders Do

Run better one-on-ones by focusing on clarity and value. 

Podcast

business action

Authentic Leadership with Caro McCourtie

Embrace authentic leadership to build trust and connection.

Life Stuff

business action

Train Your Brain to Think Positive Thoughts

Shift your mindset to think positive thoughts every day.

We are here to help you live a better life by creating a better business. We are real-life business owners with years of experience & a strong desire to make a huge difference to the lives of entrepreneurs.

If anything here resonates with you or you would like our help, then please get in contact. Just reply to this newsletter & let us know who you would like to speak to…. Or visit our webpage & contact any of our team from their own pages.

If you know someone who would benefit from reading this, then please forward it onto them. 💖

NEED HELP?

​If you’d like to learn more about any of these tools or would like to find out how I can help you achieve a better life through creating a better business, then book a free Discovery Call with me.

We’ll talk about what you want to get from your business & your life & come up with a plan to do that!

Debra Chantry-Taylor

Certified EOS Implementer | Accredited Family Business Advisor |  Entrepreneurial Leadership & Business Coach | Speaker & Workshop Facilitator