iiinova — where your digital self keeps evolving

Justin Jackson @justinjackson.ca · 02/10/2026

Still think it’s so cool that you can publish HLS video to your podcast’s RSS feed and folks can watch it in @pocketcasts.com.

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Justin Jackson @justinjackson.ca · 23/09/2026

when my teen comes upstairs and bugs me during my show. cc @mostlytechnical.com

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Justin Jackson @justinjackson.ca · 22/09/2026

me when @ianlandsman.com was telling me about NFTs "This is all useless BS that's not helping anything. It's not a real thing Ian! It's not a real thing!"

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Justin Jackson @justinjackson.ca · 18/09/2026

Nothing goes as hard as this 1986 Turbo Pascal manual

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Justin Jackson @justinjackson.ca · 09/09/2026

Wynford Hall NSI-1103 - Sanyo Electric Co. Ltd. Swiveling clock radio Early 1970s

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Justin Jackson @justinjackson.ca · 07/09/2026

Illustration from A+ Magazine, November 1984 archive.org/details/a-pl...

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Justin Jackson @justinjackson.ca · 06/09/2026

If you run a software business, you should buy @asmartbear.com’s book for the “Find your Carol” chapter alone.

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Justin Jackson @justinjackson.ca · 31/08/2026

Too many people overthink a problem before they've even tried doing it once. Spend less time thinking and just do the thing! That's where all the learning actually happens. After you've done it once, you can reflect on what's working and what's not working.

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Justin Jackson @justinjackson.ca · 31/08/2026

Here's the story behind this photo. I saw her post on Instagram about her podcast. I reached out to ask her if we could publish a case study about her. She said yes. I asked if she had photos we could use for the piece. Later, I asked if we could feature this photo on the homepage.

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Justin Jackson @justinjackson.ca · 30/08/2026

Kids these days say they can recognize AI images but I dunno ‘cause this 1984 editorial image from A+ magazine feels like weird AI art to me. archive.org/details/a-pl...

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Justin Jackson @justinjackson.ca · 29/08/2026

Dell Dimension XPS P 133 from 1995. $2,699!!!

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Justin Jackson @justinjackson.ca · 21/08/2026

The good ‘ol tape drive. (Sharp MZ-2500, 1985)

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Justin Jackson @justinjackson.ca · 19/08/2026

I asked Claude to analyze @thepanel.bsky.social (using the @transistor.fm MCP server), and it basically told me the show's been more popular since @jordangal.bsky.social joined the show. 🤣

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Justin Jackson @justinjackson.ca · 11/08/2026

IBM Executary 224 Portable Dictation System, 1960 (via formlab)

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Justin Jackson @justinjackson.ca · 04/08/2026

Nothing hits harder than a 1987 PC Magazine editorial cartoon

3.5 inch floppy disc displayed as a guillotine for a 5 1/4 inch floppy disk

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Justin Jackson @justinjackson.ca · 11/07/2026

When more people can build software, what happens to the value of software? In economics, when you increase the supply of something, its market value goes down (and so does the price). Up until now, software was valuable because it was hard to make. You needed a team of engineers, money, and time.

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Justin Jackson @justinjackson.ca · 30/06/2026

tech people: "Claude Code and Claude Design are going to revolutionize websites!" government website: "hello."

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Justin Jackson @justinjackson.ca · 25/06/2026

the first surgery simulation game

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Justin Jackson @justinjackson.ca · 22/06/2026

Wild to think some people are paying for Claude by CHECK

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Justin Jackson @justinjackson.ca · 17/06/2026

I’ve been enjoying @kyla.bsky.social’s analysis lately, especially on the stock market.

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Justin Jackson @justinjackson.ca · 05/06/2026

Also, a reader pointed me to this clip from Tony Fadell (founder of Nest).

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Justin Jackson @justinjackson.ca · 04/06/2026

Just added this section here. You might also find some answers/help/hints in this blog post here: justinjackson.ca/zone-of-genius

After I'd shared a draft of this article, a reader named Emmett wrote back:

"This idea hits hard for me.... Now, I just need to figure out what "the hardest thing" for me is."

Doing "the hard thing" means pursuing the highest-value problem you can find that still sits inside your zone of expertise; the hardest problem you're personally in a position to win. Usually, that's a problem space most people won't touch, in a market where the demand already exists.

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Justin Jackson @justinjackson.ca · 30/05/2026

Went to the “nerdiest bar in Toronto” with @wesbos.com, Brooke, @excid3.com, my son, and @adamwathan.com!

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Justin Jackson @justinjackson.ca · 29/05/2026

My son and I had an awesome tour of Google’s new Toronto campus thanks to @olivi-eh.dev We had some great discussions around Gen Z and AI, Gen Z and careers in CompSci, Kubernetes, and walkable neighborhoods!

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Justin Jackson @justinjackson.ca · 28/04/2026

This is cool. Asked Claude to generate some color options for this UI element, and it generated a bunch of sample palettes + UI mockups.

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Justin Jackson @justinjackson.ca · 16/04/2026

It’s time to improve my score.

Book title: “How to master video games” from the 80s

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Justin Jackson @justinjackson.ca · 15/04/2026

made a new video to celebrate every time I do something new.

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Justin Jackson @justinjackson.ca · 15/04/2026

It just loads search-index.json (all 60k tweets) in the browser on your first search and does keyword matching from there. The filtering all happens in memory once it's loaded.

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Justin Jackson @justinjackson.ca · 13/04/2026

11 years ago today. Lunch (at MicroConf I'm assuming), with Nathan Barry, Brennan Dunn, Ryan Delk, @joshpigford.com, and me! (with a beard)

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Justin Jackson @justinjackson.ca · 10/04/2026

Damn, 1977, that’s one hell of a living room.

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Justin Jackson @justinjackson.ca · 09/04/2026

💯 Scott Young, on giving advice: "The metamorphosis of the internet means the path I took to get here literally doesn't exist anymore." www.scotthyoung.com/blog/2026/04...

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Justin Jackson @justinjackson.ca · 03/04/2026

In the age of AI, the way to stand out is to prove to potential customers that they can trust you. How? Put real human faces on your product. Have a picture of your team! Talk about your experience. I think @freek.bsky.social's team nailed this with their new app: there-there.app

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Justin Jackson @justinjackson.ca · 01/04/2026

Alright, I'm done with this spam sent from "companies running autonomously on Polsia."

Gmail filter:
Matches: "This company runs autonomously · polsia.com"
Do this: Delete it

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Justin Jackson @justinjackson.ca · 21/03/2026

I’m getting daily spam emails from people starting “autonomous AI companies” on this Polsia.com platform.

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Justin Jackson @justinjackson.ca · 20/03/2026

Basically, I still agree with Jason here: "A bespoke software revolution? I don't buy it."

"A bespoke software revolution? I don't buy it.

It'll exist. It already exists. Small consultants and big consulting firms have made custom software for years. It almost always sucks. It’s bloated, confusing, and because the client pays, it’s built wrong in all the ways.

Who’s excited about bespoke software? Software makers! Of course they're excited about building bespoke software — that's what they do. Your feed is full of people who love making software talking about making software. Of course they’re excited about the revolution. Echo, echo, echo...

Most people don’t like computers. Nobody in tech wants to say that out loud. People tolerate computers. They use them because they have to. Given the choice, most would rather not think about them at all.

So when someone suggests that AI means everyone will build their own custom tools, ask who "everyone" is. The three-person accounting firm drowning in client paperwork? They want the paperwork gone, not a new system to maintain. The regional logistics company with 40 trucks? They want the routes optimized, not Joe spouting off about this new system he’s been messing around with. The law firm billing 70-hour weeks? They want leverage on their time, not a software project to design.

They don’t hate technology. But building and maintaining their own critical systems isn’t their wheelhouse, regardless of how much faster and easier it’s become. It's another job on top of the job.

Will these people use AI? Absolutely, for all sorts of things. Will some outliers go deep and build real custom systems? Sure, but they're almost always people who already had some pull toward software. The curiosity was already there. They were dabblers before.

Giving everyone access to software building tools doesn't mean everyone becomes a builder. A powerful excavator doesn't turn a homeowner into a contractor. Most people just want the hole dug. They don’t want the responsibility either."

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Justin Jackson @justinjackson.ca · 17/03/2026

Good reminder: check in on your homies!

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Justin Jackson @justinjackson.ca · 08/03/2026

Years before YouTube became popular, tens of thousands of people watched video podcasts: TWiT, Diggnation, Totally Rad Show, Tiki Bar TV, G4 Tech TV, The Onion TV, Boing Boing TV…

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Justin Jackson @justinjackson.ca · 12/02/2026

We're overthinking how customer demand works; it's not that sophisticated. "Human beings are not logical; they are driven by feelings." We're motivated by basic emotional impulses: "Want iPhone because friends have one." "Want PDF report to make boss happy." "Want chocolate because sad."

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Justin Jackson @justinjackson.ca · 06/02/2026

Already getting good feedback from this one!

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