Go Deep

I ran a demo today. Asked AI a question in plain English. It wrote a SQL query in real time. I asked it to convert the output to R. Done. Less than a minute.

Three years ago that could have taken me a few hours. Minimum.

Everyone in the room was impressed, and I don’t blame them. It is impressive. But the part that mattered most isn’t the part that got the reaction.

The SQL it produced was good. It took the natural language prompt I gave it and created what I wanted. However, I still had to verify the SQL to make sure my demo was successful. I was able to do that because I have been doing this kind of work for almost twenty years. I didn’t have to look it up. I just knew.

And that’s the thing more people need to talk about.

AI is going to flatten surface-level knowledge. If all you bring to the table is the ability to do something the machine now does in thirty seconds, that’s a problem. But if you can evaluate whether what the machine produced is actually right — that’s a different conversation entirely.

I told the room: build your context architecture. Know every piece of your workflow. Know how the levers get pulled. Know what right looks like before you ask the machine to produce it. Because without that architecture, AI doesn’t help you. It just runs your bad assumptions faster.

The people who thrive through this won’t be the ones who learned the tool fastest. They’ll be the ones who went deep enough to know when the tool got it wrong.

I am thankful that I have had the last twenty years to learn the data. Today that investment is paying returns I didn’t expect.

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.

Actively Resting

Assessment Week 2 — Day 3 | The 7-40 Challenge

I officially took the habits off the clock this week. Assessment Week is for rest, evaluation, and planning. Nobody’s keeping score.

And yet — Bible study every morning. Lifted twice. A blog post every day. Ab challenge Day 14 with my son. Walking. Thinking. Writing. Not because anyone told me to. Because I apparently don’t know how to stop.

Which made me ask myself: what does it tell you when the framework keeps running even after you give it permission to shut down?


The habits keep showing up. Not because they’re on a checklist. Because they’re becoming who I am.

There’s a real difference between those two things, and I’m only starting to notice it now. Three months in, the habits are more automatic, more ingrained. If I’d only done one 40-day stretch, it would be much easier to slack off. But two rounds back to back — eighty days of repetition — wears a groove deep enough that the habits start running on their own.

That doesn’t mean the break isn’t real. I skipped exercise on Day 1. I ate off plan. And honestly, it felt good. But I could feel the difference the next morning — a little bloated, a little sluggish, that water retention that reminds me why I don’t do it often. It wasn’t a disaster. It was a data point. And that’s the distinction I keep coming back to: rest versus abandonment.

I know what abandonment looks like because I’ve lived it. I’ve given my brain one pattern for weeks, then interrupted it with an older one — and those older pathways are beaten in deeper than the new ones. One day off plan is an exception. Two is a decision. Three becomes a pattern. I’ve watched that happen enough times in my life to know exactly where the line is.

The hardest habit to pick back up after a break is calorie counting. No question. I like food. A lot. I want very much to eat whatever I want. And if I’m not careful with it, that one spins me out faster than any of the others. But here’s what I’ve noticed: if I keep the eating in check, everything else falls in place. It’s the keystone. Pull it out and the rest of the arch wobbles.


Assessment Week 1, I started Round 2 two days early because sitting still felt like resistance disguised as rest. This week feels different. I’ve done so much more in the last forty days. There’s more to plan for, more to think through, more to organize before the next round starts. I don’t see myself jumping early this time. The thinking work is real work.

Eighty days ago, these were commitments I had to force myself to keep. Now they’re showing up uninvited during my rest week. That tells me the framework I’m building is a good one — worth fine-tuning, worth investing in, worth the hard work of establishing as my core routine.

And here’s the thing I didn’t expect to learn on Day 3 of rest week:

If the habits are the framework, and the framework enables freedom — my own argument from two days ago — then what does it mean when the framework keeps running after you tell it to take a break?

It means I’ve gained discipline where I didn’t have it before. It means I’m still making progress even during the rest. And it means these things that used to feel like obligations are becoming part of me — which means I can actually rest while I do them.

That’s the point. That was always the point.

Actively resting. Still moving. Still growing. Just quieter about it.


Assessment Week 2 — Day 3. The habits showed up even though nobody invited them. I think they live here now.

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.

Stop

Assessment Week 2 — Day 1 | The 7-40 Challenge

I find it really funny that after eighty days of building habits, publishing a novel, creating frameworks, and writing every single day — the first thing I thought this morning was: All right, what’s my list?

What do I have to do? How do I get into assessment mode? How do I go, go, go?

And from somewhere deep inside me, everything said: Stop.

Not stop the challenge. Not stop everything I’m doing. But stop moving long enough to actually rest. Because I can’t assess anything if I’m frazzled. I can’t re-examine what matters if I’m still wired to perform.

So today, I didn’t exercise. I didn’t read. I ate off my plan. And honestly? It all felt really good.

In some regards, I’m frustrated with myself. It feels like I should be doing more. It feels like I should be working on the things I work on all the time. But I’m learning that rest — and even a little bit of goofing off — is what my mind and body are calling for right now.

That’s a hard thing to accept when you’ve spent eighty days proving to yourself that you can show up every day. The voice that got you out of bed and onto the road doesn’t just shut off because the calendar says it’s assessment week. It wants to keep going. And part of growing is knowing when to tell that voice: Not today. Today we rest.

I’m still documenting. I’m still asking questions. I’m still on the journey. But tonight, I’m going to bed early. I’m probably going to sleep late in the morning. I’m going to take my family to go play mini golf. And it’s going to be a chill weekend.

I’m really looking forward to it.


Assessment Week 2 — Day 1. Rest is not retreat. It’s part of the design.