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Oct. 29, 2026

The Right Tool Was a Cardboard Box

The Right Tool Was a Cardboard Box
Less Miserable Tech
The Right Tool Was a Cardboard Box
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  • Show Notes
  • Transcript

I almost didn’t make this episode because I was trying to make it too perfect.

The problem was not that I lacked equipment. I own four tripods. The problem was that I needed to record Episode 01, and all the equipment was packed somewhere in the middle of a move.

The smallest useful fix turned out to be an outdoor table, a toolbox, and a cardboard box.

In this episode:

- Why naming the problem matters before choosing a tool

- How chasing the perfect setup can become the problem

- Why the simplest working solution is sometimes the right one

Principle 01: Name the problem before picking the tool.

Less Miserable Tech is a podcast and field journal about real workflows: where they get stuck, what small fixes actually help, and how to make systems fit the people doing the work.

Website: https://lessmiserabletech.com

Speaker:00:00:01

I almost didn't make this video because, uh, I was trying to make it too perfect.

 

Speaker:00:00:06

And I said, "You know what?" I was talking with Milo, my agent, my, uh, AI

 

Speaker:00:00:11

agent, and he goes, "But episode one for Less Miserable Tech is about, you know,

 

Speaker:00:00:16

identifying the problem and not get caught up in the tools and the solving it."

 

Speaker:00:00:21

And what was funny is this turned out not to be my planned first episode, but

 

Speaker:00:00:26

literally, where am I gonna record it?

 

Speaker:00:00:28

Apparently, I need to do YouTube.

 

Speaker:00:00:29

I can't just give people information.

 

Speaker:00:00:32

I have to, you know, uh, somehow become an entertainer.

 

Speaker:00:00:36

And, uh, and I was just sitting out chatting with my agent, doing what

 

Speaker:00:00:40

I do sometimes late in the evening, little bit of bourbon, little cigar

 

Speaker:00:00:46

Just to, you know, relax in the evening, and then I suddenly

 

Speaker:00:00:50

realized, and it wasn't just me, it was Milo, my, my other agent, goes,

 

Speaker:00:00:55

"This looks like a good episode one.

 

Speaker:00:00:57

Why don't you stop trying to over-engineer it?" Uh, that's the whole point, right?

 

Speaker:00:01:02

Identify the problem, the friction that you're trying to solve, and then

 

Speaker:00:01:06

find the simplest way to do that.

 

Speaker:00:01:08

And why don't you make it less miserable?

 

Speaker:00:01:09

So here I am with a janky setup.

 

Speaker:00:01:11

I've got a funny old cardboard box up against a toolbox on a table

 

Speaker:00:01:16

pointed at me in the middle of the backyard with horrible lighting.

 

Speaker:00:01:19

It's backlit or whatever, and it's like, no.

 

Speaker:00:01:22

The point of this is, what's the problem?

 

Speaker:00:01:25

In this case, the problem was I needed to record my first episode,

 

Speaker:00:01:28

and I didn't know how to do that.

 

Speaker:00:01:30

Well, other than it's like, "Okay, do I sit at my desk? Do I have the

 

Speaker:00:01:33

headset on? Do I have some kind of background?" And it's like, no.

 

Speaker:00:01:38

Like we're-- I'm literally here having the conversation.

 

Speaker:00:01:41

The point of Less Miserable Tech is I've been doing this AI stuff for three years.

 

Speaker:00:01:45

I have been doing, uh, my own business for 23 years, software engineering

 

Speaker:00:01:50

and helping customers and small businesses, uh, do their, do their thing.

 

Speaker:00:01:55

And one of the things, you have to identify what is that problem?

 

Speaker:00:01:58

Well, the problem is I wasn't able to record a video

 

Speaker:00:02:00

'cause I was trying too much.

 

Speaker:00:02:01

I was trying to solve the tool.

 

Speaker:00:02:03

Even now, I was gonna try to find my tripods.

 

Speaker:00:02:06

I have four tripods.

 

Speaker:00:02:08

Couldn't find them, 'cause it's like I'm in the middle of moving,

 

Speaker:00:02:10

and they're in some box somewhere, and it's like, you know what?

 

Speaker:00:02:13

Forget trying to make it good or perfect.

 

Speaker:00:02:16

So my problem was need to record a video.

 

Speaker:00:02:18

I found a solution.

 

Speaker:00:02:20

It's done.

 

Speaker:00:02:20

Here we are, right?

 

Speaker:00:02:21

Episode 01.

 

Speaker:00:02:23

Whatever problem you have, identify what the problem is.

 

Speaker:00:02:25

Don't try to find the tool.

 

Speaker:00:02:27

Uh, don't try to-- Don't get access to a tool and then try to find the problem.

 

Speaker:00:02:31

Or say, "I need to use Claude or GPT somehow," and it's like, great.

 

Speaker:00:02:37

For what?

 

Speaker:00:02:38

"Oh, I don't know, but it's great." It's like, well, no, why don't you first figure

 

Speaker:00:02:40

out what it is you're trying to solve?

 

Speaker:00:02:43

And when you can-- And when you identify that, now you find the

 

Speaker:00:02:46

tool that is best to solve that.

 

Speaker:00:02:48

In this case, it was an outdoor table with a, uh, little toolbox and something

 

Speaker:00:02:53

just, uh, leaned up against it.

 

Speaker:00:02:55

That's it.

 

Speaker:00:02:56

That solved the problem.

 

Speaker:00:02:58

That made this first episode less miserable, and that's the

 

Speaker:00:03:01

point of Less Miserable Tech.

 

Speaker:00:03:03

Something simple, something, uh, uh, that solves a problem.

 

Speaker:00:03:07

That's what it's about.

 

Speaker:00:03:08

So this is also Principle 01: "identify the problem".

 

Speaker:00:03:13

Sometimes the problem is identifying the problem or, uh, uh, different ways,

 

Speaker:00:03:19

identifying the friction, so you know what exactly it is you're trying to solve.

 

Speaker:00:03:23

So here you are with the, with the first real, first real problem that I didn't

 

Speaker:00:03:29

even… I know, didn't even plan on doing.

 

Speaker:00:03:31

But cheers.

 

Speaker:00:03:33

Hope you all have a good evening.

 

 

Less Miserable Tech

Technology should make work less miserable. Not become a whole extra job.

Less Miserable Tech is a podcast and field journal about real workflows: where they get stuck, what small fixes actually help, and how to make systems fit the people doing the work.

The lessons we’ve learned the hard way become the principles we use when the next messy problem shows up.

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