Attack the Problem

Assessment Week 2 — Day 4 | The 7-40 Challenge

I took my mother to a hospital procedure this morning. My dad had a different appointment of his own, so I was the one taking her. My parents drove over two hours to get there. When we arrived, the hospital had her appointment time marked thirty minutes earlier than what the doctor’s office had given us. We were on time according to our paperwork. We were late according to theirs.

They told us she’d have to reschedule.

My mother is not getting any younger. She has health concerns she’s battling through. She didn’t need a bureaucratic answer this morning. She needed someone to see her as a person, not a scheduling conflict.

I was angry. I’m still angry, if I’m being honest.


But here’s what I want to talk about tonight.

When the check-in person delivered the news, I could see it on her face. She didn’t make this call. She didn’t create the miscommunication between the doctor’s office and the hospital. She was just the person sitting closest to the problem when it landed.

So I looked at her and said, “Ma’am, you’re doing a good job. I appreciate you. I know this was not you.”

Because it wasn’t. And she needed to hear that someone in the room knew the difference between the person and the problem.

I wanted to go upstairs. I wanted to find the office of whoever had been cold about the situation and professionally remind them that their decision had a cost — two hours of driving, a day of my mother’s time, a hundred and fifty dollars in gas and trouble, and a woman who needed care and didn’t get it. I wanted to give them a face to attach to the scheduling line they’d just dismissed.

My dad asked me not to.

So I didn’t.


There’s a version of me from ten years ago who would have gone anyway. Who would have justified it by calling it advocacy. Who would have been loud and felt righteous about it.

But my dad — who had his own appointment to deal with and still made sure his wife got to hers — asked me to let it go. And I listened. Not because he was right about the hospital. Because he was right about me. Going upstairs wasn’t going to get my mother her procedure today. It was going to make me feel better at the expense of making the situation worse.

You can be upset and not sin by making things worse than they are.

That’s the line I keep coming back to.


If my son had been sitting in that waiting room, I would have wanted him to see all of it. The anger — because it’s okay to be angry when someone you love gets treated like a number. The restraint — because the check-in person didn’t deserve to absorb what the system did. The distinction — because attacking the problem and attacking the person are two very different things, and most people never learn to separate them.

And the hardest part: knowing when someone you respect asks you to stand down, and having the discipline to listen. Not because the fight isn’t worth having. Because the person asking you to stop has earned the right to be heard.

My dad has earned that. Many times over.


Here’s what I’m sitting with tonight. I had agency in that room. I had the ability to make things louder, harder, uglier. I also had the ability to make one person’s day a little less terrible by telling her she was doing a good job when nobody else was going to.

Both of those were choices. Both of those were agency.

We talk a lot about agency as the power to act — to push, to build, to make things happen. But agency also means choosing compassion when you have every reason not to. It means seeing the person behind the counter as a human being caught in someone else’s mess. It means letting your father’s quiet request carry more weight than your own frustration.

The system failed my mother today. But I didn’t have to fail the people standing in front of me.

That’s what I’d want Trey to see. Not a father who swallowed his anger. A father who chose where to spend it.


Assessment Week 2 — Day 4. Some lessons don’t come from books. They come from waiting rooms.

Evidence of Creativity

Assessment Week 2 — Day 2 | The 7-40 Challenge

Some people would try to tell you that creativity is hard. That only certain people are creative, and only at certain times. Like creativity is this mystical thing sitting just beyond a veil — and that veil only opens for the fortunate few who know the wizard behind the curtain or get lucky.

I think creativity is something we use every day. To solve problems. To see things in new ways. To stay sane when everything else wants to drive us crazy.

Today, the family and I went on adventures. Mini golf. Go-karts. Ice cream. It was a really good day, and it was long overdue.

We also went to Barnes & Noble. I love a good bookstore. Not just because I want to buy everything on the shelves — though yes, partly that. It’s because I love looking around at evidence of the creativity of so many different people. Every book on that shelf represents months, if not years, of someone’s concentration and frustration and persistence. Just to get that book onto that shelf. I find it inspiring in ways I can’t fully explain. It makes me want to be creative myself.

Which leads me to the point.

While walking around the store today, I started brainstorming a new story idea. And while I struggled with new creative ideas for the longest time, something has changed since I started engaging my creative muscles every single day — either working on the ideas I already have, seeing old ideas in new ways, or just coming up with something brand new.

Things seem to come when I start talking to myself. I opened my voice-to-text and started asking questions. And what came out was a mashup of ideas that I don’t know if anybody has thought of before. Two very old stories, rearranged and combined into something completely new.

The idea itself isn’t the point of this post. I’ll work on it and share it another time.

The point is this: sometimes we think we have to create brand new things out of thin air. That’s just not the truth. Sometimes the most creative thing you can do is take two or three things that already exist and throw them at each other to see what sticks. Remix what’s already out there. Combine things nobody thought to combine.

I did that today, walking around a bookstore with no agenda, and I was pleasantly surprised at how quickly the ideas and the outline started coming together.

If you’ve got a creative endeavor you’re working on and you’re stuck — go someplace out of the norm. Look at things that seem completely unrelated to what you’re doing. Start thinking about how you could remix what already exists into something uniquely yours. How could you see what’s in front of you in a way nobody else has?

Think outside the box. I did it today.

And I was pleasantly surprised with the result.


Assessment Week 2 — Day 2. Mini golf, go-karts, ice cream, and a new story born in a bookstore. Rest looks different than I expected.

Cover Band

Day 79 | The 7-40 Challenge

I’m about to open a piece about not playing covers with a cover. I know. Stay with me.

Todd Henry makes a distinction between cover bands and original artists. A cover band can be really good — fill a room, play the songs people love, make decent money on a Friday night. But there’s always another cover band coming that plays those songs a little better. The ceiling is built in, because you’re performing someone else’s work. An original artist risks silence. Nobody claps when they don’t recognize the song. But the work is yours.

When we’re kids, we copy. That’s how we learn. We mimic behaviors, repeat patterns, try on other people’s styles. That’s development. But at some point, you’re supposed to stop covering and start writing your own songs. And I wonder how many of us are stuck at the toddler stage — still mimicking, not because we lack talent, but because originals are terrifying and covers are safe.

I spent twenty years covering. I read Donald Miller and started telling people about “living a good story.” I read Seth Godin and started talking about tribes and linchpins. I gave speeches using their ideas as scaffolding. I filled notebooks with goals that sounded like remixed versions of books I’d read. I was a really good cover band. But I was still playing other people’s songs.

The shift happened slowly, then caught me off guard. Somewhere after the second round of cancer, after years of sitting with ideas long enough to pressure-test them against my own life, I stopped quoting and started originating. Not because Miller and Godin stopped mattering — but because I’d finally lived enough to have something of my own to say.

I used to say “tell a good story with your life” because Donald Miller said it and it sounded right. Now I say “tell the stories of your life so they can help people” — because that’s what I actually believe, and it came from seventy-nine days of doing it in public, not from a book I read in 2008.

Right now, all I’m playing is originals. My blog gets ten to twelve views a day. Nobody is cheering loudly. I am an original artist playing to a small room, and I am staying on stage — not because the crowd is big, but because the music is mine.

And here’s the part I didn’t plan.

I sang in an eighth-grade show choir because I was copying what seemed fun. I joined high school choir because I was mimicking kids who seemed like they belonged. I earned a music scholarship because I practiced something I’d started by imitation. And that scholarship put me in the exact place where I met the woman I’ve been married to for twenty-seven years.

Following something genuinely mine — not someone else’s career path, not someone else’s definition of success, just a voice I was learning to use — led me to the most important person in my life. I couldn’t have planned that. Originals take you places covers never could. You just can’t see the destination from the stage.


Day 79 of 280. One day left in Round 2.

Communication Is Not a Soft Skill

Day 78 | The 7-40 Challenge

I was listening to Todd Henry’s Die Empty this week, and he referred to communication as a soft skill. I had to stop the book and take a voice note so I wouldn’t forget how frustrated I was.

Communication is not a soft skill. It never was. Calling it one gave people permission to not take it seriously for decades — as if the ability to clearly articulate what you want, what you need, and what you’re willing to give for it is somehow optional. Secondary. A nice-to-have you pick up along the way while you’re learning the “real” skills.

That was already wrong. Now, with AI in everyone’s hands, it’s catastrophically wrong.

Here’s what I mean.

Every bad AI prompt is a communication failure. Every bad email is a communication failure. Every meeting that should have been a five-minute message is a communication failure. Every project that runs over budget, over schedule, and under-delivers — trace it back far enough and you’ll find a communication failure at the root. Someone didn’t say what they meant. Someone else didn’t ask for clarity. And everyone moved forward on assumptions that weren’t shared.

I’ve spent eighteen years in data management watching this happen. I’ve sat in meetings that cost five thousand dollars an hour in personnel — and we had that same meeting three or four times before we reached a resolution that could have been handled in one email if someone had just said the thing clearly the first time. That’s not a soft-skill problem. That’s a twenty-thousand-dollar problem.

Take something as simple as a marriage. She says “let’s spend time together” because she wants quality time — just being with him. He hears “let’s spend time together” and thinks it’s time to tackle projects. Same words. Two completely different outcomes. Multiply that across every interaction in a workday, a business, a family, a community — and you start to see that communication isn’t the seasoning. It’s the main course.

I was my own first convert on this. Early in my career, my manager introduced new data entry standards. I thought they were stupid. I was doing data entry. I didn’t understand why I needed to add extra fields, follow specific formats, and standardize things that seemed fine the way they were. It felt like bureaucracy forced on me from above.

It took time — more than I’d like to admit — before I realized what those standards enabled. With clean, standardized data, I could actually connect records across sources. I could research with confidence instead of guessing. I could build a full picture instead of stitching fragments together and hoping the correlations were real. The standards weren’t slowing me down. They were giving me a language that worked.

Communication standards work the same way. When you define your terms, clarify your intent, and say what you actually mean — not what sounds close enough — everything downstream gets better. The research gets better. The decisions get better. The relationships get better.

And now we have AI.

If you put ambiguity into an AI prompt, you get ambiguity back. If you give it incomplete reasoning, it fills the gaps with confident-sounding noise. If you don’t tell it what you actually want — specific, clear, no room for guessing — it will fabricate something that sounds right but isn’t. The tool doesn’t fix bad communication. It amplifies it. Polished garbage is still garbage.

But here’s the flip side. Working with AI three to four hours a day has actually made me a better communicator with humans. Not because I treat people like machines — that would cheapen every interaction. But because the discipline of being clear with AI transfers. I write better emails. I ask sharper questions. I define problems before I try to solve them. The muscle you build prompting well is the same muscle you use communicating well. Clarity is clarity, whether the listener is a person or a processor.

Know your message. Know your audience. Keep it simple. Deliver it well.

That’s not a soft skill. That’s a discipline.

The era of winging it is over. Clarity wins.


Day 78 of 280. Two days left in Round 2.

Nobody’s Going to Tell You to Go

Day 76 | The 7-40 Challenge

I started reading Seth Godin’s Tribes this morning. Early in the book, he draws a line between managers and leaders that I haven’t been able to stop thinking about. Managers make widgets. Leaders make change. Managers manipulate resources to get a known job done. Leaders create change they believe in.

I’ve seen both. I saw it first in the churches I worked at in my twenties — people who would see something that needed to be done and just get up and do it, while some of the ministerial staff sat back and waited for someone else to move. I saw it in my insurance office years, when I realized that whether my manager wanted something done or not, if I knew it needed doing, I had to get myself to do it. It would get noticed later. And I’ve seen it across eighteen years of corporate work — the people without management titles who became the go-to people, who took on responsibilities nobody else wanted or even realized needed to be taken on. Looking back, I can see why some of them shot up through the ranks faster than others. They weren’t managing. They were leading before anyone gave them the title.

I spent twenty years filling notebooks with goals. “Someday I’ll write a book.” “Someday I’ll get in shape.” “Someday I’ll build something.” Same dreams, different handwriting.

Those notebooks weren’t the work of a manager trying to organize a life. They were the work of a dreamer who didn’t know how to lead himself. I wasn’t just trying to manage things — I was trying to blaze a trail in a direction I’d never been before. But whether through fear or apathy or something else I couldn’t name at the time, I wouldn’t let myself move.

Seventy-six days ago, I did.

Nobody told me to go. Nobody assigned it. Nobody was going to give me permission. That was the realization — if I didn’t tell myself to go, nobody was going to do it for me. I took the frustration I was feeling at the end of last year, the things I knew I needed to get done, and I leveraged the time and the tools I had at my disposal. I’m not where I want to be yet — not even close. But seventy-six days later, I’ve lost sixteen pounds, published a novel, built a platform, and written every single day. Not because I’m special. Because I finally stopped waiting.

Godin says there’s a tribe waiting for you to connect them and lead them. He says it’s easier than ever to change things, and that individuals have more leverage than ever before. I believe that. But here’s where I’d push back — or maybe push deeper.

You have to start at the desk.

Picture a man sitting alone at a desk with a computer, a notepad, and a cup of coffee. Nobody told him what to do or how he’d get paid. Just: get to work. That man has everything he needs. He has ideas. If he can get past the noise, he knows what he wants to do. He can see the people in his space who know what to do as well. But unless he’s done the deep discovery of who he is, what he’s here for, and what work matters to him, he’s not going to find the right tribe anyway. You don’t connect to others so they can tell you what work to do. You do your work, and then you find the people who sharpen it.

The tribe matters. But the desk comes first.

My wife told me she can see a major difference since January. She can see that I’m motivated and happy. That I have energy. That I’m going somewhere on purpose. That’s not management. That’s leadership — even if the only person I’m leading right now is myself.

Godin says leadership is about creating change you believe in. Here’s the change I believe in:

We were meant for so much more than living in fear and being frustrated. By learning how to clarify what’s important to us, communicate it to others, and leverage the tools we have — including AI — we can do the work we know how to do, better and faster, and make the world better around us.

But that requires the personal work first. If we can’t communicate clearly with each other, what’s going to make us any better doing it with a computer? The human has to get clear before the technology gets useful.

And clarity, for me, started with something that had nothing to do with technology.

I’ve discovered that there is a God and that I’m not Him. That shapes everything about the kind of leader I’m becoming. I have agency. I can make decisions. But I want to be the kind of leader who partners with the leadership above me — God’s leading me, and I’m doing my best to understand where He wants me to go. So I keep my ears open, my eyes open, and I stay ready to pivot when I realize I’m not headed where I’m supposed to be.

If you’re reading this and you’ve got your own notebooks — your own stack of “someday I’ll” goals in different handwriting across different years — I want you to hear this:

You’re further along than you think you are.

The things you’ve been writing down matter. They aren’t dead dreams. They’re evidence that something inside you has been trying to lead for a long time. If you’ll lean in, clarify what you want to accomplish, and actually start — you’ll move faster than you expect. Because the dreamer who filled those notebooks already did the hard part. You just haven’t given yourself permission to lead yet.

The notebooks were never the problem. The permission was.


Day 76 of 280. Four days left in Round 2.