From Meetings to Momentum: Building the Habits That Drive Real Progress

As business leaders, it’s easy to get buried in the day-to-day — too many meetings, too many priorities, and too little time to step back and ask: are we spending our energy on what truly matters? And how do we stay motivated during the wins, the losses, and everything in between?

Meetings that matter

If you had to rate your weekly leadership meeting on a scale of 1 to 10, what would you give it?

One of the top reasons business owners reach out to me is because their meetings feel like a waste of time. And I get it. A poorly run meeting doesn’t just drain energy, it pulls your leadership team further away from the clarity and accountability you need to move forward.

But when it’s done right? A leadership meeting can be the most valuable 90 minutes of your week.

The big rocks come first

There’s a reason EOS uses “rocks” as a tool to help leadership teams focus. It comes from a story in First Things First—maybe you’ve heard it. A teacher fills a jar with large rocks, then pebbles, then sand, then water. The point isn’t that you can always squeeze more in. 

It’s that if you don’t make room for the big things first, they’ll never fit.

That’s what prioritization is really about.

So let me ask: have you made space for your Rocks this quarter?

Start where it hurts (and build what’s next)

Every business owner has something that isn’t working the way they want it to.

And that’s not a problem: it’s a starting point.

In this short video, I talk about why that moment of frustration might actually be the best thing for your business… and how the right tools (used the right way) can help you get where you really want to go.

So here’s the question: what’s not working in your business today, and what would it mean to fix it?

Your process is your power

Does your company have a process?

Here’s the trick: every company has one. It just might look like “we do it different every time because we do not have it documented, no one is trained and we do not measure results.”

Yikes.

The best-run organizations keep it simple. They document their handful of core processes, train everyone on the same approach, and regularly measure and update. Not once. Not for show. But as a living, working part of how they get better over time.

What are other teams working on?

A question I get often: “What are other business owners working on in their sessions?”

The short answer: a little bit of everything

The longer answer? Most of it boils down to profitability and how to improve it.

Watchthe video for the three practical things I’ve seen teams do to face those challenges head-on. No magic, just clarity, ownership, and a willingness to try something new.

What would your leadership team come up with if you asked the same question?

When it’s time to bring in a guide

Have you ever had a leadership coach?

Most small or entrepreneurial companies haven’t, and I get why. Traditional coaching can feel out of reach. It's expensive, hard to understand the value upfront, and not always built for the realities of a growing team.

But here’s what I’ve seen: a good leadership coach can unlock something in your team that you didn’t know was there. Better communication. Clearer understanding. More discipline. Real accountability.

It’s not about doing more, it’s about seeing things differently so you can move forward together.

When winning gets boring

My youngest son plays travel baseball. His team wins about 95% of their games. They’ve made it to five straight championship games. It’s been a ton of hard work—long practices, tough coaching, and lots of effort to get to this level. And now? Everyone pretty much expects them to win.

But here’s the catch: when winning becomes normal, excitement starts to fade. You find yourself having to fight for the same energy, the same focus, the same drive you had when you were chasing your first win.

It made me wonder…how do you stay motivated when you’ve already been winning?  How do you keep showing up with that same energy and purpose when success becomes the norm?

In business (and in baseball), staying sharp when things are going well can be just as challenging as getting back on track when they’re not.

So: how do you keep your team excited when the wins keep coming?