Leadership Insights

You might be a goal setter. Just not the kind anyone taught you about.

I was sitting outside at a picnic table with a friend, lunch in front of us, a breeze moving through....

You don’t need better time management. You need fewer priorities.

“I have too much on my plate.” “I’m the bottleneck.” “I keep getting pulled into XYZ again.” I heard some....

You Don’t Need A Crisis To Take A Day

Last November, in a room overlooking West Grand Traverse Bay, a group of professional women worked through a long list....

Work-life balance isn’t what you’re actually looking for

As a coach, I am trained to listen to what someone is saying and also what they are not saying.....

Why your team is uncomfortable with the new you

A coach friend of mine is in the middle of a significant shift — evolving the way he shows up....

I didn’t even see it. And I’m a coach.

I want to tell you about something that hit me like a punch to the chest. I’ve been in a....

What nonprofit leaders carry that nobody talks about

Recently, I read something that made my heart sink. It was an unpublished article written by a nonprofit CEO. The....

AI can coach. Just not at my level.

AI is all of a buzz right now, and I’ve been formulating some thoughts. Leaders are using it to write....

I used to blackout every time I got on stage

Every so often I use this space to make a direct ask, and today is one of those days. But....

What you focus on grows. So what are you growing?

Last week, in a coaching conversation, a leader spent the first few minutes describing a challenging employee. The behavior she....

This weekend, everything changes. And I can’t wait.

This Sunday, I’ll hear it again. The squeal of tires leaving pit row. The pop of exhaust cracking out the....

What if it’s not what you’re saying?

We like to think our words are doing the heavy lifting in communication. But often… they’re not. Recently, a client....

Need a speaker your team won’t forget?

Last week, I drove to Indianapolis for a conference…one I wasn’t attending—I was speaking at it. Originally, I was scheduled....

The higher you rise, the more you lose this…

Every three years, I renew my coaching certification with the International Coaching Federation. Not all coaches do this, but I....

5 ways leaders shape workplace culture

I’ve had several conversations lately about upgrading a team or organization’s culture. Oof. When a work environment isn’t healthy, productivity,....

Halle Simpson sharing leadership coaching insights in a video for nonprofit CEOs and executive leaders.

3 mistakes that limit coaching results

After 9 years working as a coach, I’ve noticed a few common obstacles that keep people from getting the most....

The moment before things finally change

Usually, growth isn’t fun. There, I said it. If it were, we’d all be walking around enlightened, boundary-holding, well-rested unicorns.....

The hidden cost of holding it all together

I sipped my coffee from the couch while 45-60 mph winds gusted outside. Snow was falling, trees were bending, and....

If you’ve been on the fence, read this

Two of the quiet questions I hear (even when they’re not said out loud) are: “What actually happens on a....

Allow me to save you 3 months this year

One of the most interesting patterns I’ve noticed over the years is when people hire a coach. Not why. Not....

Successful-but something still feels off?

One of the most common questions I hear from business owners and executives is this: “How do I know if....

Burned out or stretched thin? Read this.

The morning was just as I had pictured. Twenty women arrived with yoga mats tucked under their arms, a low....

You don’t need more effort. You need leverage.

Schedule a Call Yes, seriously…we can have a one-time coaching call on the house. It’s just you and me, in....

What if one conversation changed your 2026?

With each leaf falling off the tree, we have officially entered goal-setting season. Fourth quarter always brings a flurry of....

Are you leading from flow or by force?

I’m a big believer in knowing your personal core values—two to five words unique to you that represent the principles....

Deliver value so strong, “no” feels impossible

I got sold the other day. A quick and choreographed salesperson had me in awe of his process. Within 10....

Are Your Goals Too Big, Too Small…or Just Right?

We’re officially in “goal-setting season.” The 4th quarter is within reach, and most leaders I talk to are focused on....

The leadership question nobody asks

I work with leaders in different industries, with different tenure and different skill sets. One common trend exists through them....

Stop pretending emotions don’t belong at work

What do emotions have to do with business? A whole heck of a lot, actually. It bothers me when emotions....

4 Parts of Accountability

Let’s talk accountability. It’s come up with a few clients recently, in all its varying parts. To begin troubleshooting, consider....

What if it’s not a strategy problem?

During a recent leadership roundtable, someone asked a big question: “Where are my leadership gaps?” We all shared thoughts in....

The best way to reinforce training

Did you know that clicking through an online course, listening to a podcast, or reading a book isn’t going to....

How healthy is your mental state…

If you were to write out all the thoughts you think in an hour or in a day, I wonder....

The foundation of effective leadership

As a leader, building trust within your team is non-negotiable. Trust is the foundation of collaboration, effective communication, and strong....

5 Leadership Myths

Let’s talk leadership myths. Somewhere along the way, laziness and assumptions about leadership got tangled into how we think about....

Your comfort is causing problems

I remember hearing Leila Hormozi say something to the effect of, If you’re comfortable in business, you’re moving backward. I’ve....

Let’s talk about books

I love reading, yet I go in spurts with it. Because books serve a larger purpose in my life which....

Introducing LeadUp!

One of the keys to building a thriving business and cohesive team is equipping high-performing employees with essential leadership skills.....

Where change really comes from

I wasn’t sure what to think. The calendar invite I received immediately grabbed 12 hours of my life for four....

My life before coaching

YouTube Coaching is about birthing new things, things like ideas, mindsets, milestones and achievements. And I get to celebrate these....

What’s your communication failure?

Communication. It’s something we begin learning as a baby through a cry, a giggle or a smile. Then we develop....

You’re making change from the wrong starting line

I spent last Friday afternoon, finding my best warrior cry, yelling at the top of my lungs in the middle....

New Speaking Topics for 2025

Two years ago, in the midst of figuring out how to be a foster parent, I found myself turning down....

Easing into the new season

Welcome to 2025—a fresh page and a clean slate! How are you feeling about the new year so far? There’s....

A little holiday wish for you

As the holidays settle in, I hope you’re surrounded by warmth, comfort, and maybe even a cup of something delicious....

Setting Goals for 2025?

As 2024 winds down, many business owners and leaders—like you—are deep into strategic planning, setting goals, or reflecting on the....

What I learned from 3 weeks in Bali

Last week I had a call that went like this: Q: How would we know coaching was successful? A: We....

Break Free from the Burnout Cycle…here’s how

I used to be immersed in hustle culture—where every month felt like an adrenaline-fueled sprint toward a new target. 🎯....

The Secret to Unlocking Your Full Potential

Have you ever heard of the concept: Treat yourself like you would treat a business? When businesses define who they....

The Moment That Changed My Career

remember the sweltering Indiana heat beaming through my windshield. Sweat droplets were forming an orderly little line down the middle....

Understanding and Moving Beyond Your Edges

When was the last time you felt uncomfortable, frustrated or overwhelmed? The doozy of the day you had on Friday?....

What’s Really Running Your Life?

Imagine being randomly stopped on the street and asked, “Can you name your core values?”. Aside from contemplating the unusual....

What are your 2024 halftime stats?

Here we are, the halfway point of 2024. Yikes, did that sneak up on you, too? Do you know your....

Stop pretending to be stuck!

Successful people think differently. I’ve been fascinated by this since my first summer selling knives in college. As an 18-year....

4 Common Behaviors of Overwhelmed Business Owners

I hear the truth about entrepreneurial struggles on a regular basis. My job provides a safe, confidential space for business....

Practicing what I preach – sigh

At the beginning of this year, I made the decision to take a 6-month hiatus from alcohol. I’ve run across....

Your brain IS working against you

Earlier this month I spoke at a conference in Indianapolis and someone asked the question, “Why is it so hard....

From the master himself

My last email about breaking up with discipline and exchanging it for dedication resulted in SO MANY comments in my....

Why I’ve ditched the word “discipline”

Have you ever wanted to break up with a word? For some it’s pronunciation, like moist. (I can see some....

Did you know this about emotions?

How well do you understand your own emotions? That might seem like a strange question to begin with, but understanding....

One thing that high achievers do remarkably well

When business owners and leaders come to me looking for a coach, it’s usually because their pursuit of success doesn’t....

You haven’t blown it yet!

You’ve heard the saying, “People overestimate what they can accomplish in a day and underestimate what they can accomplish in....

Have you ever heard of “spoon theory”?

I was introduced to the topic through an emerging leader I mentored. In a group discussion, she casually threw out....

Motivational workspace with a “Remember Why You Started” sign representing purpose, clarity, and intentional leadership.

The 3 Levels of Motivation – Where Are You?

If you’ve ever heard me speak, chances are you’ve heard me mention motivation. Just last week I brought it up....

Because Life and Leadership Need a TIMEOUT too

Fweeeeetttt! At the sound of the referee’s whistle, the players exit the floor and gather around the coach to regroup.....

Halle Simpson standing near historic architecture in Prague, reflecting on stepping outside her comfort zone and personal growth.

How Prague Challenged My Comfort Zone

When was the last time you invited a new perspective into your life or business? There are comfort zones we....

You don't have to navigate this season alone. Let's find the way forward, together.