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This Is What the Leadership Lifestyle Actually Looks Like

Team Simon September 21, 2026 9 minute read

Think of a leader who changed your life. Chances are, they almost certainly had no idea they were doing it. They were just showing up, consistently, in ways that made you feel like you mattered. They remembered things about you. They made time for you. They gave you credit and took the blame. It felt effortless from where you were standing, which is exactly what made it so powerful, and exactly why so many people who want to lead get it so wrong.

Simon has spent decades studying what separates the leaders people remember from the ones they forget, and his conclusion is simple: true leadership is bigger than something we do at work. It’s a lifestyle. It’s the daily choice to take responsibility for the people in our care so they can do the best work of their lives. And like any lifestyle worth pursuing, it’s built in the small moments: the name we remembered to use, the call we made for no reason other than to say we were thinking of someone, the credit we gave in the room where it mattered.

What follows is a day lived that way, from the moment the alarm goes off to the moment the lights go out.

6:30am: Before the inbox opens

The alarm rings, and we make the first leadership decision of the day before we’ve even gotten out of bed: we don’t reach for our phones.

Instead, we sit quietly for 20 minutes and let the day arrive at its own pace. Studies show that people spend nearly 47% of their waking hours on cognitive autopilot. Harvard research found that a consistent mindfulness practice produces structural changes in the brain regions responsible for learning, memory, and emotional regulation. The morning quiet isn’t self-care. It’s preparation for the work that actually matters.

During that quiet time, we scan the calendar and write one human intention next to each meeting. “Help Maya feel confident presenting her numbers.” “Translate the risk so finance can actually hear it.” That single habit, practiced every day, shifts the entire arc of our leadership from performance to service.

Then on the commute, perhaps we call someone on the team for no reason other than to say we were thinking of them. If it goes to voicemail, we leave the warmth anyway, because the message isn’t really for them. It’s for the culture.

Research confirms that leaders who consistently attend to their team members’ needs build higher trust, and trust is what drives team effectiveness more than any other single variable. Every unsolicited “how are you?” is a deposit in an account that pays enormous dividends later.

9:00am: We wander before we sit down

We arrive and walk the floor first. We learn names because we practice learning them. We ask James at reception about the marathon he’s training for. We notice who looks energized and who looks like they could use a conversation.

This “wandering” is the real work, because it’s how the nervous system of an organization learns whether it’s safe. Edmondson’s landmark research found that the highest-performing teams reported more errors than lower-performing ones, not because they made more mistakes, but because they felt safe enough to talk about them. Google studied 180 teams and arrived at the same finding: psychological safety was the single greatest predictor of team performance.

Sales teams with high psychological safety exceeded their targets by 17%. That safety gets built in ten thousand small moments, exactly like a conversation about a marathon.

10:00am: The team meeting

We open with a question designed to invite honesty rather than performance. Something like: “What problem in here is ugly but true, and how might we make it safer to talk about?”

We watch for the person with the good eye contact who hasn’t spoken yet, and we invite them in specifically. “Priya, you’re closest to the customer on this. What are we missing?” We don’t fill the silence. We sit in the discomfort of a room actually thinking, because research shows that the behaviors that most reliably build psychological safety are framing work as a learning opportunity, explicitly inviting participation, and responding with curiosity when the news is hard.

The leader who talks the most in every meeting is demonstrating that other people’s thinking matters less than their own.

11:00am: The conversation nobody wants to have

We give the feedback we’ve been sitting on. We don’t add it to the end of another meeting like an afterthought. We schedule it, give it its own time and space, and walk in with the full intention of making the relationship stronger on the other side.

We start by reaffirming what we believe about this person, then say the thing clearly. “I believe in you, and missing that deadline without flagging it put the whole team in a bind. Here’s the specific impact. Let’s agree on a better pattern going forward.”

Gallup research from 4,439 employees found that people who receive valuable feedback are five times more likely to be engaged, 57% less likely to experience burnout, and 48% less likely to be looking for another job. And yet only one in four employees strongly agrees they receive valuable feedback at all. The feedback conversation that leaders sit on longest turns out to be the one their people need most.

When we catch someone doing something right, we name it with the same specificity. Not “great job,” but “when you invited dissent before locking the plan, you saved us from a decision we’d have regretted.”

Research shows that specific recognition improves work engagement even in the people watching, not just the person receiving it. It teaches the whole room what excellent looks like here. As Zach Mercurio, Ph.D., emphasizes in his Leaderful course, How to Be the Leader People Actually Trust, the most powerful words a leader can use are, “If it wasn’t for you…”

As in, “If it wasn’t for you, we’d be two weeks behind schedule,” or “If it wasn’t for you, we’d have missed our targets big time.”

12:30pm: A lunch that isn’t about lunch

We invite two people who don’t typically sit together—engineering and customer support, product and finance—and ask each of them to share one frustration and one bright spot. Then we resist the urge to fix anything, because we’re not here to solve. We’re here to connect. We’re building a bridge, and bridges require genuine time on both banks.

Longitudinal research shows that leaders who create space for honest conversation across functions generate higher team learning, more innovation, and stronger individual performance over time.

2:00pm: We protect the future

We block 90 minutes, and we defend it. No meetings, no inbox, just the question every leader should be sitting with regularly: Are the decisions we’re making today actually getting us where we’re trying to go?

Research across 250+ organizations found that protecting focused time for strategic thinking produces significantly better decisions than a day carved up entirely by other people’s priorities.

Leaders who live in their inbox create teams that think in 15-minute fragments, and 15-minute fragments don’t produce vision. They produce reaction. When a surprise arrives, and one always does, we pick up the phone instead of firing off a reply. Nine times out of ten, the humanity of a voice prevents a week of escalation that an email chain never could.

4:30pm: The meeting that isn’t about work

We gather the team for something honest. We open with a question designed to make people reveal without performing. “What’s something you’re learning the hard way right now?” Someone mentions a parent who’s unwell. Someone admits they’ve been stuck on the same problem for four days. The room exhales because someone said a true thing and the ceiling didn’t fall in.

A study of 1,150 leaders across 160 teams found that psychological safety improves team effectiveness largely through honest information sharing and collective accountability. The moment someone says “I’m stuck” and is met with genuine curiosity instead of quiet judgment is the precise mechanism through which good teams become great ones.

Research also confirms that leaders who share information openly and create psychological security significantly enhance engagement by building a climate of fairness people can actually feel. That climate doesn’t come from a values poster in the hallway. It comes from a leader who says “I don’t know yet” and means it.

5:30pm: The last walk

Before we leave, we catch someone doing something right and name it out loud. “When you pushed back on that timeline, you protected the whole team from a commitment we couldn’t keep.” Studies show that specific recognition drives performance not just in the person receiving it but in everyone who witnesses it. It tells the room what this culture actually rewards.

Then we write two notes before walking out. One to a peer, giving credit for unseen support. One to our boss, owning a miss before they have to ask. Research confirms that leaders who act with transparency give the people around them the psychological security to navigate uncertainty together.

On the drive home, we ask ourselves one honest question: Where did we serve the person today, and not just the number?

This is the leadership lifestyle.

It’s a way of moving through an ordinary day that makes the people around us safer, braver, and more capable of their best work.

As Simon observes, most of us were never taught any of this. We figured it out on the fly, absorbing the habits of whoever happened to lead us and hoping the good ones stuck. That’s exactly why we built Leaderful: 175+ courses covering the real moments that test every leader, from the feedback conversation nobody wants to have to the teammate who’s quietly checked out. Bite-size lessons built for busy days, live sessions with Simon every quarter, and a community of over 10,000 leaders who decided their growth was worth taking seriously.

The leadership lifestyle begins with a single decision: to treat the small moments like they matter.

Because they do. And they always did.

 

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