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.

August 23, 2025 1 minute read

Resistance and Income Generating Activities

You know the difference between being busy and being productive. 

We can fool ourselves. We can convince ourselves. We can justify it to ourselves.

So we clean the desk, reorganize the files, tweak the colors, and work on the fun little idea. 

Resistance whispers in our ear that these things are important. 

They’re not. 

The income comes from doing the things that generate income.

Make the call. Send the message. Expand your network. Schedule the meeting. Create the pitch. Try a new pitch. Get punched in the face. 

What are you avoiding right now that you need to do to generate income?

Start there. 

August 22, 2025 2 minute read

Upping the Ante

Not long ago, off-campus student housing was all about surviving. 

Shared bedrooms, a single shared bathroom, a couch rescued from the curb, stained rugs, and faded paint.

Today? It looks more like a luxury resort. Private bedrooms. Designer kitchens. Rooftop lounges. Fitness centers. Pools. Fire pits. 

Student housing developers are upping the ante. 

But who’s the target? Is it the students or the parents?

Once the ante goes up, there’s no going back. Nobody’s choosing the wood-paneled walls when the rooftop pool is an option. Especially if parents are on board.

Upping the ante happens everywhere. Hotels. Gyms. Cars. Power tools. Phones. Jobs. Even relationships.

Once you’ve had a taste of better, your baseline shifts. You don’t just want it. You expect it.

That expectation creates both opportunity and danger. 

Opportunity because if you’re the marketer who can offer just a little more — up the ante just a bit — you can win. Danger because now you’re on the hook to keep raising it. 

Every time you up the ante, you’re deciding and then signaling what matters.

Is it the granite countertop or the person standing across from it?

The rooftop grill area or the people you share it with?

Up the ante in the right direction. 

August 21, 2025 1 minute read

Disengaging

You’ve seen it. You’ve experienced it. You’ve been frustrated by it.

Maybe it’s your server, or colleague, or even your partner. It could be your customer, vendor, or CEO. 

The person you’re counting on has disengaged. 

Why do people disengage? 

  • They feel unheard.
  • They feel unvalued.
  • They’re overwhelmed.
  • They’re underwhelmed.
  • They’ve lost trust.
  • They’ve lost interest.
  • They’re burned out.
  • They’re protecting themselves.

When somebody no longer sees a reason to care, they stop showing up. 

The challenge is to restore connection. To create trust. To make it matter again. To make them matter again. 

Because when they feel like they matter, they show up. When they show up, they engage.

August 20, 2025 1 minute read

Reliability

Things you can rely on:

  • The sun will come up  
  • You’ll need food and water
  • Gravity
  • You and everyone will age
  • Seasons change
  • Time moves forward
  • You and everyone will make mistakes
  • Effort
  • Skill development

Things you can’t rely on:

  • A safe job
  • Market stability
  • A weather forecast
  • Trends
  • Traffic
  • Rules
  • Luck
  • Promises

Plan accordingly. 

August 19, 2025 2 minute read

The Important Stamp

When I receive an envelope in the USPS mail and it has the word “Important” stamped on the front, I immediately toss it in the trash without ever opening it. 

Because if there’s one thing you can be sure of, any letter containing a rubber-stamped “Important” is the opposite of important.

That wasn’t always true. It’s a recent phenomenon. Maybe 10, maybe 15 years old now. 

What’s happened? Why is this? 

Overuse. Data. Smart marketers discovered they got a higher open rate. Then every piece of junk mail got stamped “Important.” When that happened, the real stuff stopped using it because the signal became noise.

We’ve entered the same arena with AI content generation.

We now use AI to write “personalized” emails, resumes, and cover letters. Two years ago, this was novel. Now it’s ubiquitous. 

Use AI to write the job description. Use AI to screen the candidates. Use AI to select and respond. 

Use AI to customize your resume. Use AI to customize a cover letter. Use AI to select and respond.

The only way to get ahead in this world is to keep upping the ante. Hyperbolic job requirements meets hyperbolic accomplishments. A specific, 15-bullet point skills list meets “I just happened to have all of those specific skills.” More adjectives. More “terrible to amazing” turn-arounds. More zeros of value required meets more zeros of value delivered. 

The stamp has lost its power.

The way back isn’t louder or better AI. It’s being human enough to increase your signal-to-noise ratio. 

August 18, 2025 1 minute read

Places

Places have characteristics. 

They have a climate, a geography, flora, and fauna. They also have a culture, history, and demographics. They have a look, a sound, and a pace.  

They shape how we feel and how we act when we’re there.

They have meaning.

But is it the place, or is it what we bring to the place? 

August 17, 2025 1 minute read

The Many Tines of a Fork

Four tines on a fork is the most common and widely considered the best balance of function and form.

Two tines don’t hold enough. Three don’t provide the same balance. More than four, and well, that’s just overkill.

Four tines. Strong. Balanced. Versatile. Large enough to handle the mouthful. Small enough to fit in your mouth.

Life’s forks aren’t much different.

Too few options, and you’re stuck. Too many, and you can’t decide. The sweet spot is just enough forks to give you a real choice without paralyzing you.

Choose your fork. Choose your future. 

You only lose if you turn around. 

August 16, 2025 1 minute read

Ping Me

On a network, if you want to know if something is alive and reachable, you ping it.

Ping is a computer command that sends a simple message to your intended target. A successful reply gives you some basic but useful information:

  1. I’m alive
  2. Here’s my address
  3. Here’s how close I am to you

If the ping comes back as “unreachable,” then you also get some useful, if opaque, information:

  1. You can’t get to me
  2. I’m powered off
  3. You’ve got the wrong name or address

Ping your friends. Ping your family. Ping your colleagues. Ping your customers. Ping your partners. 

Ping me. 

August 15, 2025 1 minute read

The Intern With Potential

For the last couple of years, I’ve referred to AI (mostly ChatGPT) as a “greenhorn intern.”

It’s a smart kid who knows a lot of stuff but doesn’t really know how to work in the world. It requires a lot of hand-holding, micromanagement, oversight, and, quite frankly, needs to be corrected all too often.

However, GPT-5 is looking a little better. A little more like a 2nd-year intern that’s probably gonna make it. 

Understands the lay of the land. 
Can do more with an abstract project description or task list. 
Requires a little less oversight and correcting. 

GPT-5 is an intern with potential. 

August 14, 2025 1 minute read

Ahead of the Curve

Life rides on the curve. 

The mean is everywhere. Everything is average. Everyone is in the middle. 

Statistically, anyway.

But if you can find a way to get ahead of the curve, for just a little while, with at least one thing, you can win. It could be early adopting some tech. It could be trying the thing nobody wants to. It could be listening to the person nobody believes yet. 

  • Experiment early
  • Learn faster
  • Listen differently
  • Challenge your beliefs
  • Ignore the noise

You can’t stay ahead forever, of course, because life rides on the curve. 

But for just a little while, if you can see what others can’t, or do what others won’t, or go where others haven’t.

That’s where the win lives.

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