37 posts · weeks 1–37 · since January 16, 2026
Theme
Week 37 · AI · October 2, 2026
Nine Blank Stares
A while back, when we were building towards maturity at Cox, I sat in one of our first AI Council reviews. Ten of us in the room: strategy, engineering, security, legal, product, infrastructure, data privacy, me.
Read it →
Week 36 · AI · September 25, 2026
Act Like a Business
When I was the buyer, I rarely lacked for good options. The problem was that I had several, and they were all close. Feature by feature, the lead swung week to week. One pulled ahead on Monday, another by Friday.
Read it →
Week 35 · AI · September 18, 2026
Same Day Wheelchair
In 2019 I needed a wheelchair by Thursday morning. It was Wednesday, I had no time to go find one, and Thursday was going to be hard without it.
Read it →
Week 34 · Leadership · September 11, 2026
The Constant
People keep asking me what they should do. About the job, the offer, the leap, the stay. They come at it like a math problem about risk: how much they can stomach, what unknown is waiting on each side.
Read it →
Week 33 · AI · September 4, 2026
Day Nine
For three years, startups pitched us. Founders showed up with demos galore. I was the buyer they wanted: budget owner, decision maker, governance and implementation owner all in one.
Read it →
Week 32 · AI · August 28, 2026
Is the Brief Dead?
Every campaign in the history of marketing started with a brief. The document you write before anything happens: the audience, the message, the goal, handed off so the work can begin. It is the first ritual of the craft.
Read it →
Week 31 · AI · August 21, 2026
My Way or the Highway?
This week, the company I have spent years inside became a different company. Same buildings, same people, a new name over the door. I am stepping away from it soon, and stepping away clears your eyes.
Read it →
Week 30 · AI · August 14, 2026
The Fries Are the Meal
Everybody wants the burger. The AI burger. The big, juicy model everyone at the table is pointing at. Order the AI. Get the AI. Put the AI on a slide. Nobody orders the fries. They assume it comes with the burger. Silly customer.
Read it →
Week 29 · Leadership · August 7, 2026
Might As Well...
Jump. When was the last time you did? Both feet off the ground, like you meant it. Van Halen built a hit on it in '84, Kris Kross did it again in '92, and I would bet you have to stop and think about it. Mine was months.
Read it →
Week 28 · Leadership · July 31, 2026
The Far Corner
For years I parked in the same spot. Top floor of the deck, far corner, the longest walk to the building. Every office I ever worked, whatever the job, whatever the title, same choice. Take the hard spot. Make the walk.
Read it →
Week 27 · AI · July 24, 2026
Noun or Adjective
Two years ago, the week of the Fourth, I was trying to get a few years of focus onto a single page. Somewhere in that mess I wrote a line to my team that I have not been able to shake. Digital is not an organization.
Read it →
Week 26 · AI · July 17, 2026
Nits, Gnats, and Notes
This is the twenty-sixth of these. Halfway through a year of Fridays. The question I get most is a version of the same one. Did you write this, or did the AI. People ask it kindly, and they ask because they actually want to know.
Read it →
Week 25 · AI · July 10, 2026
The Farmer Kept the Farm
The country turned 250 last weekend. The fighting had started fifteen months before there was a country to fight for. On the morning of April 19, 1775, about seventy men stood on Lexington Green.
Read it →
Week 24 · AI · June 26, 2026
The Part That Holds
Nobody takes a picture of a foundation. The ribbon-cutting photo is always the building. The glass, the lobby, the name over the door.
Read it →
Week 23 · AI · June 19, 2026
AI Broke the Rungs
Twenty years ago I was a young consultant, about a month into a new client, sitting across from their CTO. He asked what value we were going to create. So I told him. Facts, figures, data points, projections.
Read it →
Week 22 · Leadership · June 12, 2026
If You See Something, Say Something
A few years back I spent three days in the markets. Omaha. Council Bluffs (a retail store in Iowa if you're keeping track). Oklahoma City. New Orleans.
Read it →
Week 21 · Leadership · June 5, 2026
Calm is Contagious
I had a meeting in three hours that I knew was going to start sideways. I'd been told the other side was bringing knives. Maybe swords. The anticipation was already consuming me. Morning routine started… coffee in bed.
Read it →
Week 20 · Leadership · May 29, 2026
Take My Picture
Marshall Faulk walked into the lobby and tried to get in our photo. This was 2007. We are at the NFL Studios in Culver City, CA, every day.
Read it →
Week 19 · AI · May 22, 2026
The Real Polish
Last week I told you polish is the trap. This week, the real polish. When optimization IS warranted (the existential-constraint kind from last week), there's a way to do it that doesn't end in shrugs.
Read it →
Week 18 · AI · May 15, 2026
The Polish Trap
Last week I told you to build adjacent new products. This week is the harder part: we must keep reminding ourselves not to polish the old ones. Campaign & Creative was working. So was Brief Creation. Lead Validation.
Read it →
Week 17 · AI · May 8, 2026
1+1=3
"Where's the big value?" Leaders love to ask it. We know it's the wrong question. It pulls teams into scatter charts of use cases and POCs that die before they ship. We did the opposite.
Read it →
Week 16 · AI · May 1, 2026
The Handoff is Dead
The back-and-forth is a yesterday problem. For months I’ve been asking Claude what it remembered, or remembering on its behalf (yes, you can tell it to remember specific things, I know). I dictated specs.
Read it →
Week 15 · AI · April 24, 2026
Ask the Auditor
Anthropic announced a new model called Mythos a couple of weeks ago. They're not releasing it publicly.
Read it →
Week 14 · AI · April 17, 2026
The Gap
A few weeks ago, I was invited to close out a full day of AI executive learning hosted by a major consulting firm. A hundred senior leaders in the room - from financial services, healthcare, media, and beyond.
Read it →
Week 13 · AI · April 10, 2026
Best Side
I was standing at a wildly large grill on a beautiful day last Saturday – a balmy 72 Florida degrees, husking my 60th ear of corn, sweating through my shirt, going at it alone, having never…
Read it →
Week 12 · AI · April 3, 2026
Mozzarella Sticks
If you go to a restaurant and eat four fried mozzarella sticks, nobody thinks twice. It’s just an appetizer.
Read it →
Week 11 · AI · March 27, 2026
The Click
A colleague once told me about the moment in an evening when everything just feels right. The conversation, the energy, the people - all of it clicks into place. It doesn't last forever. But you know it when you're in it.
Read it →
Week 10 · Leadership · March 20, 2026
Same Mountain, Different Climb
This past weekend I built two agents and checked the code in to my git repo while I was skiing. From a ski lift in Winter Park, CO. I'm not saying that to flex.
Read it →
Week 9 · Leadership · March 13, 2026
I Don't Believe in Goals
I don't believe in goals. I know how that sounds. Before you brush past this post - I'm not talking about organizational targets, OKRs, or the commitments that move a business forward. Those matter. I mean personal goals.
Read it →
Week 8 · AI · March 6, 2026
Unthink
Ben Franklin probably had a British accent. His father was born in England. All four grandparents were born in England. Franklin himself spent years living in London.
Read it →
Week 7 · AI · February 27, 2026
The Shape of What's Coming
You've probably heard of T-shaped skills. One deep spike of expertise, supported by a broad base of general knowledge. The gold standard for decades. I've never been T-shaped. Not really.
Read it →
Week 6 · AI · February 20, 2026
C's Get Degrees
Last week I wrote about the K-Curve - the widening gap between people who engage with AI and those who don't, despite equal access. I promised I'd tell you why I think it's happening and that you might not like it.
Read it →
Week 5 · AI · February 13, 2026
The K-Curve
Someone at our company recently ran an experiment. They took an analysis task and did it two ways: the way they'd always done it, and with AI assistance. The traditional approach took about five hours.
Read it →
Week 4 · Leadership · February 5, 2026
Don't Carve Your Name in the Desk
I once worked with a DBA who carved his name into his desk. Not metaphorically. Literally. He took something sharp and etched his name into the plastic folding table where he sat.
Read it →
Week 3 · AI · January 30, 2026
Headlines are for Heroes
In 1934, J. Edgar Hoover got word that his agents had located John Dillinger. Before confirming the capture, before validating the intelligence, he went to the press. Headlines declared victory. Dillinger slipped away.
Read it →
Week 2 · AI · January 23, 2026
Lessons from Hoover
In 1936, Congressman John Hollis challenged J. Edgar Hoover during House appropriations hearings: "You're asking for federal funding to build the FBI, but you've never made an arrest yourself." Hoover had no good answer.
Read it →
Week 1 · AI · January 16, 2026
AI & Troy
I've been thinking about Troy lately. You know the story - impenetrable walls, a city so fortified that it took ten years and a wooden horse to breach it.
Read it →
Nothing matches that. The archive is searched across every word of every post, so a narrower phrase usually means it is not in there.
These run on LinkedIn first, every Friday morning, and land here after. Follow along there to read them as they go out.
Analytics
We count visits with Google Analytics, which sets a cookie on your device. You can turn it off here or from the Cookies link in the footer, any time.