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.

November 23, 2025 1 minute read

Being Impressed

It’s natural to be impressed by those who occupy the same genre’s as you — profession, interests, etc. 

Successful entrepreneurs impress other entrepreneurs and entrepreneur wannabes. Wayne Gretzky impressed other hockey players and fans of the game. Hendrix impresses accomplished guitar players and rock music lovers. 

If you’re a student of the genre, either as a participant or a fan, you develop an eye. 

What makes us impressed? 

Skills? Accomplishments? Process? Effort? Outcomes? Knowledge? How?

Sometimes being impressed can demotivate us. “I could never…” 

But also, maybe we’re most impressed when someone else reveals what’s possible. 

November 22, 2025 2 minute read

AI and Calculating Risk

Apparently, we dread making work decisions the most. 

Popsci published interesting findings from a psychological study on the life decisions we fear the most. We fear the ones we think are the riskiest. Here’s the top 5:

  1. Accept a new job
  2. Quit one’s job without an alternative
  3. Invest money
  4. Drive a car
  5. Become self-employed

Three of the top 5 relate to our work. To be honest, I’m a little surprised by a lot of this. First, how is quitting without an alternative riskier than accepting a sure thing? And don’t get me started on “drive a car.” I can only assume that the (in)famous “Mechanized Death” video has been reinserted into High School driver’s education training.

If we acknowledge the connection between our work and our finances, then we see that 4 of the top 5 have a financial component. 

My current daily life requires me to make decisions around all of these top 5. Not that I’m offered a job, quitting a job, or becoming self-employed each day, but that I’ve made these decisions recently, and have to live with their outcomes each day. I roll them around. Question them. Often want to change them. And yes, investing as well, because my previous investments are now funding those decisions. 

How does one accurately calculate these risks? Is there such a thing, or are these risks a feeling?

AI can help us with the math part of this, if that exists (it does).

But it can’t help with the feeling. That’s all you. 

November 21, 2025 7 minute read

Systemic Intertia — Mobile Phone Carrier Edition

I recently tried to switch mobile phone carriers. The goal — save money on the plan and get new phones for free. 

Spoiler alert: I really tried, but I didn’t end up switching. 

The system is set up to keep you where you are. If you’ve tried this, then you know the struggle. If you want the TL;DR, just jump to the conclusions section. 

First, will I save money on the plan? 

I made a spreadsheet that compared my plan and carrier to the other two (use ChatGPT, Perplexity, Claude, etc to help you with this). FYI: all three toss streaming TV services into the mix, so they go into the spreadsheet also. Regardless of advertisements, when you compare plans with similar features, including streaming services, all three are about the same. OK, $10 here or there depending on some specifics, but if you already have “the right” plan for you (ie, the features are what you actually use and need), then the one you want on the other carrier is within about $10 per month. 

For me, AT&T is about $324, Verizon is $312, and T-Mobile is $315 with 4 lines, the features we need, and the streamers we watch. 

Second, can I really get new phones with zero money and no strings?

Sort of. All three advertise free phones when you switch. However, there are always strings, but maybe those strings don’t matter to you. The big string is that you must commit to a specific plan for a specified period — typically three years. They tie that commitment to the length of the financing on the phone. Wait, they say it’s free?! In reality, you are buying the phone through a finance program (with proper credit checks), and they reimburse you for the monthly payment. You might also have to trade in your current phone, which may not cover the cost of the new phone, in which case, you don’t get it for free, regardless. 

Third, what is the process?

Start with the carrier to whom you want to switch, not with your current carrier. But what about those famous retention incentives? Shouldn’t I start with my current carrier to see if they’ll sweeten the pot, like my friend told me about? Short answer — no. They won’t give you something that compares to the switchover deal (and you’ll understand why by the end of this). You might get a little sweetener, but that’s it. 

You can go through the new carrier’s website, click the buttons, answer the questions, and, in theory, the new phones will show up at your door. When they show up, you just turn them on, and whamo, your new service is up and running. Again, sort of. This could work, but many people have had lots of problems with this. I started down this road, but I could never trust it to complete it this way. 

So the “better” approach is to call. But you already know where this is going. Calling any of these companies is an absolute nightmare. It’s the ultimate test of the human spirit. Even calling the new carrier, who wants to make it stupid-easy and frictionless for you to switch, somehow makes you want to jump out of a window. It’s torture. I did this also, and it just plain sucked. 

The best approach is to walk into one of the carrier’s stores. Let’s assume you’ll get a good customer service person (not always true). If so, you should be able to walk out of the store with new phones and everything switched over. But again, clear your afternoon. It’s gonna take a long time.

One observation about these carriers’ stores: the Apple Store seems to have downgraded the customer experience at many of these places. All of the carrier’s stores have an Apple Store-like vibe that makes it difficult to know what to do or find someone to help you. I stood in one of them for 15 minutes with zero people asking if they could help me, nor could I even discern the workers from the customers. No uniforms. No location cues. Nada. If I know who I’m supposed to talk to, I’m happy to be the aggressor, but I just couldn’t discern who that was.

Fourth, coverage.

If you live in an urban or suburban area, it probably doesn’t matter, and you won’t have to worry about it. Not true for rural areas. I live in a semi-rural area of eastern PA. So let’s name names here. Regardless of what Billy Bob says about T-Mobile’s coverage, they don’t cover my area well at all, including my house. 

To be fair, AT&T and Verizon’s coverage isn’t perfect either. I have plenty of dead spots on my normal running and cycling routes, and even at one of our regular Thursday night restaurants. But they are better than T-Mobile around here. 

It’s hard to test the coverage of a new carrier unless you have a friend who has that service. However, there are a few resources available. One is the Signal Finder app. That app will tell you the signal strength of the various carriers’ towers at your location. You have to infer whether that signal strength is good enough, but it at least gives you a relative understanding. Another is online forums, such as Reddit and your local community’s Facebook page (if it exists). Use your preferred LLM to do this search for you. If you have an unlocked phone, you might be able to use a temporary eSim to test it yourself. Be forewarned, it’s an arduous process and you will have to sign up for something from the carrier that you want to test.

So coverage made T-Mobile a non-starter. 

The bottom line is I ended up exactly where I was. No change. 

Conclusions:

  1. Apples-to-apples plans across all 3 carriers are generally priced about the same. You can make one carrier less expensive than the others if you can fit into a lesser plan or meet some specific feature set that you can take advantage of. But…
  2. If you overpay for your current plan, switching plans with your current carrier is just as economically rewarding as changing carriers. And much easier. 
  3. You don’t switch by starting with your current carrier. Or at least, not without extra work or potentially surrendering your phone number and going without service for some period of time. 
  4. Because of this, and how much more valuable new customers are over current customers, your current carrier has almost zero desire to give you a retention incentive. Since you start with the new carrier, your current carrier doesn’t even know you are canceling their service until you’re down the switching service road. Therefore, they know that most people who call to cancel their service are just trying to get that retention bonus.
  5. If you want to switch, walk into the new carrier’s store and talk to a person. 
  6. The main benefit of switching carriers is that you can get new phones for free or almost free. New phones for free can be true, but there are strings. Only you can decide whether they’re worth it. 
  7. The process is set up to keep you with your current carrier. That’s why new customers are so important and valuable. It’s hard to switch. It takes grit, determination, and time. During the process, you will feel like something will go wrong.  
  8. Does coverage matter to you? 

Systemic inertia is real. Systems are everywhere. Our culture and world are governed by them. It’s up to us to change them if we want to. 

November 20, 2025 1 minute read

You Should Jump More

How much do you jump?

Kids jump all the time. But if you’re an adult, especially an older adult, you probably don’t jump much. 

Jump for what? I might fall. It’s hard. It’s weird. I’m heavy. It’s tiring. I’ll hurt myself. It’s a kids’ thing. 

Jumping requires every part of your legs. If you took 10 minutes today and simply jumped — up and down, side to side, jumping jacks, squat jumps, hurdles, you name it — you’d be feeling it. You’d get a great workout. 

And the next day, you’re legs will be screaming at you. That’s how you know it was good for you. 

What other things did you do regularly as a kid that you should put back in our daily lives?

You should jump more. 

November 19, 2025 1 minute read

The Pause

Pause. Deep breath. 

Look in the other direction, or a couple of different directions. Just look. Grab a coffee. Read something. Talk to someone. Take a walk. 

Don’t worry. Your brain is still percolating. 

Hustle culture underrates the pause.

November 18, 2025 1 minute read

The Teeter-Totter

Do teeter-totters even exist anymore? 

Oh, yes, they do. If not on the playground, then certainly in life. Sometimes you’re up, and sometimes you’re down.

Be careful when you’re up, when you feel like you’re on top, because once you peak, you’re on the way back down. 

No matter if it’s you personally, your company, or your beer-league hockey team, it takes someone on the other side to help you go up, or you’re stuck at the bottom. 

When you’re at the top, you have a choice in the way you act. You also have a choice in the way you treat those standing around, spectating, and encouraging. And you certainly have a choice about the way you treat the person sitting in the seat on the other side. 

These choices matter. 

November 17, 2025 1 minute read

Staring Into the Unknown

The unknown is scary. 

It’s dark. You can’t see around the corner. You have no idea what’s out there or what’s down that road. 

So you stand there and stare into it. 

How will this end? What’s coming my way? Will it be better or worse? Will I be better or worse? Will I regret it? 

Doubt builds. The dark has no answers. Yes, the worst may happen.

But staring doesn’t change the outcome. Only action does.

One foot forward. One conversation. One try.

The unknown is always dark. Until you bring the light. 

November 16, 2025 1 minute read

Building Professional Teams

I just took a behavioral assessment called the Predictive Index. 

I don’t know how I scored, or if my answers are acceptable to the organization for whom I took it. However, I understand why an organization would have somebody take this assessment.

It’s about building teams. 

Teams that work. Teams that thrive together. Teams that care about what they make and how they make it. Teams where the tension is productive rather than toxic. 

We’re talking about culture, of course. 

That stuff matters. Especially when the work is hard, the stakes are high, and the timeline is tight.

I’m a team builder. I’ve built great teams, and I’ve also missed horribly on some hires. It does matter.

Building the right team isn’t just about experience and credentials. Not everybody needs to be a clone. You want complementary misfits. Especially in small teams. 

Just remember, hiring isn’t dating.

November 15, 2025 1 minute read

The Problem with a Gravel Driveway

I grew up in a house with a gravel driveway.

As a kid, a gravel driveway was kind of a bummer. You can’t skateboard on a gravel driveway. Nor can you play hockey (my sport of my youth), rollerskate, or ride your Big Wheel.

The problem with the gravel driveway is that it’s uneven, loose, shifty, and sharp. 

But you sure can approach the driveway at mach speed on your bike, slam the brakes, and leave long, dusty skid marks.

Maybe you can’t coast or glide , but you can kick up a cloud of dust and leave your mark. 

November 14, 2025 1 minute read

Optimizing the Funnel

You can find approximately 256939 courses and coaches to help you optimize your sales funnel.

Language, layout, colors, steps, offers, etc. They all claim they can help you get more clicks, conversions, and yeses. Emotionally charged. Data-driven. Proven strategies. 10x your conversions. 

You can optimize the funnel to the nth degree, but if nobody wants what you have, 10 x 0 is still 0. 

Start with something that makes a difference. Something people care about. 

If your offer doesn’t matter, no funnel trick will save it.

The funnel is just a delivery system. 

What are you delivering? 

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