Daily one-pagers about AI, leadership, technology, and being human.

johnmaconline

I'm writing to think, learn, and remember in public. I'll be here everyday.

September 11, 2026 1 minute read

Why Not Now?

The bucket-list vacation. The move away from here to somewhere you always wanted to be. The new job or new business.

There might be good reasons that now isn’t the time.

But inertia isn’t one of them. Nor is fear of what-if. Nor is comfort.

Why not now?

September 10, 2026 1 minute read

Community Building

For almost 200 years, the US has had two great, almost universal community-building institutions.

Schools and workplaces.

Remote school and work through computers and the internet, and now the AI accelerator has and will continue to break down these institutions for community building. Less and less proximity will inevitably lead to less community.

We have tons of other community-building institutions, of course. But there’s just something about these two that tugs at me a bit.

I do wonder — and also hope — if our new reality will provide new community-building opportunities.

When we find them, let’s lean in.

September 9, 2026 1 minute read

Time Dilation

Time passes differently for me than it does for you.

Physics says so.

It also passes differently for you now than it did when you were younger. Time speeds up as we get older. The seasons come quicker. The vacations are shorter. The numbers go up faster.

The future becomes the near future, or even now. What was possibility becomes reality or never gonna happen. What might be either is or never will be.

The time is yours. What will you do with it?

September 8, 2026 1 minute read

Cutting Off Big Heads

“Wall Street banks are pushing large law firms to cut fees, arguing that the business model that has enriched top lawyers for decades is not sustainable in an era of AI.”

From Marginal Revolution

Even though this makes complete sense, it’s hard to see how this will play out. Big firms are really good at making money and, even more so, protecting that revenue stream.

Yes, AI should knock down the costs. But will it?

Big heads are hard to cut off.

September 7, 2026 1 minute read

Scale of Complexity

“Don’t build a space shuttle to drive down the street to the grocery store.”

AI does the research. It creates the documents. It writes the code. It tests the code.

You’re the overseer with a million ideas. You think they’re good ideas.

We’ve always had to worry about building something too complex, too featureful, and too hyperbolic for the set of requirements. That’s part of the product and engineering tradeoff. And the friction of building has helped keep this problem in check.

Space shuttles, for all of their awesomeness, are terrible grocery-getters.

Requirements still matter. Even if building it is frictionless.

September 6, 2026 1 minute read

Business Loans and Dinner Plans

Remember the annoyance of spam emails? Ah, the good ole days.

Now it’s…

“Hey, remember me? Wanna have dinner again?”

And

“Hello, I’m Jane, your loan officer. You’ve been approved for…”

I’m getting about 15 of these a day in various forms into my text and voicemail. I’m sure you are as well.

Computers made spam almost frictionless and costless, but at least someone had to sit in a chair and do something. AI breaks those chains. A prompt plus a few tokens, and you have an autonomous spamming army.

Thanks, AI.

We’re gonna need some friction.

September 5, 2026 1 minute read

Nothing Coming Out

If you’re stuck and nothing’s coming out.

No big ideas. No curiosity. Nothing you’re working out.

Maybe it’s because nothing interesting is going in.

Keep the inflow interesting and plentiful.

September 4, 2026 2 minute read

Theoretical Versus Empirical

Theoretical means what we expect based on how we think it works. We’ve done analysis and math, and drawn these conclusions through reasoning.

Empirical means what we expect based on what we’ve seen in the real world. We’ve watched and measured, and we’ve drawn these conclusions through observation.

  • Theoretical: “We analyzed it and think this change should make the software faster.”
  • Empirical: “We ran 1,000 tests and measured a 12% improvement.”

For thousands of years, humans worked in both worlds. Sometimes with tension (like in the Physics world) and friendly one-upmanship about which is more important. Both approaches require creativity and a solid knowledge base about the topic.

Now we can add AI in.

For theory, AI helps because it can find patterns that we can’t or haven’t yet and it’s really good at using tools that we’ve provided for it.

For empiricism, AI helps because it can run bajillions of tests and iterations, and it’s really good with massive data sets.

In both, it can connect the dots across its eidetic, almost infinite memory.

But it can’t create. Not the way we do.

Generative is not the same as creative. AI looks creative, but its still just statistical.

Whether we’re talking about theoretical or empirical, AI helps move everything forward, but we, the humans, are still the secret sauce.

September 3, 2026 1 minute read

Should AI Run the Human Resources Department?

AI is already running a lot of HR departments.

HR departments use AI helpers for the following areas:

  • Recruiting — job description creation, candidate screening, etc — 99% of hiring companies surveyed use AI in their hiring process in some way.
  • Performance appraisal and ranking — Half of those surveyed use AI tools for daily performance management, morale gauging, ranking, and feedback generation.
  • Compensation — salaries, benefits, etc — Over 40% of those surveyed use AI tools for compensation and benefits ranking and management.

Some of the reported benefits:

  • Productivity/efficiency of the HR team
  • Navigation of complex systems
  • Compensation equity
  • Bias reduction
  • Cuts costs

That’s good, right?

AI helps all of us knowledge workers. You should be using it (correctly).

HR has “human” in its name. Humans work. Humans lead. Humans decide.

Let’s be sure to keep the humans at the center of the HR department.

September 2, 2026 1 minute read

The Guy In My Machine

Whether ChatGPT, Claude, or whatever AI-assistant you maybe using, do you think of it as an actual person in your computer?

I do. Sort of.

Clearly, there is no little man in my machine. I know this both intellectually and emotionally. However, it helps me to think as if there is.

It helps me in two ways:

  1. The LLM “is like” a human in that it “understands” what I say, and how I say it. It helps me be better at giving specific instructions.
  2. The Agent can control my computer, has access to the internet, and can try things like me. Thinking of it like a person helps me be better at thinking about myriad solutions to the problem rather than just a specific set of instructions for a solution that I’ve devised already.

The guy in my computer is a mental model. Not a real one.

Maybe it’s creepy. Maybe it’s childish. But it certainly helps me.

Pin It on Pinterest