Sometime last year, Instagram changed its bottom menu bar to the following:

Bookended by the home button and the user profile button are now video reels, DMs, and the explore page. The create a new post button, which was formerly here in the center, was moved up to the top of the screen in a far less conspicuous place. These changes felt weird at first, but they were, of course, based on real user data. What people do on Instagram these days is watch reels and then share them with their friends. The era of posting beautiful square photos with nice filter edits died a long time ago.
But even today's world of video reels and TikTok videos is in massive flux. AI is flooding the system, and it's impossible to know what is "real" anymore. The name of the game with social media used to be authenticity. This is how individuals gained distribution control from institutions and large brands; they were more real and authentic. But today, we are in a world where AI-generated content can be entirely indistinguishable from "real" or captured content.
I have felt this change myself. As someone who has been a hobby photographer since undergrad some 20+ years ago, I have noticed myself grabbing my Fujifilm camera a lot less over the last year. Instead, I've just been using my phone and spending more time playing around with AI. And, of course, it's not just me. I see my architect and real estate friends using AI to test concepts, create presentation renderings, and more. So, where does all of this leave a platform like Instagram that was designed around individuals creating and sharing their own content?
A few days ago, Adam Mosseri, the head of Instagram, published these twenty slides about how the company sees the world as we head into 2026. They're an interesting read because they mark a shift in messaging. Previously, the narrative was all about connecting the world and empowering creators. Now it's about labeling, mediating, and controlling this new world. In the words of Silicon Valley journalist and entrepreneur Om Malik, "deep down, Instagram is frightened."
But there is a path forward (excerpt also from Malik):
It starts by verifying who is behind an account, embedding provenance in media, and rewarding trust signals. Over time, Meta may tighten control and aim to be an identity broker for everyone. Instagrams want [sic] you to be prepared for this new era of tighter control over identity, authenticity, and content provenance.
One of the most important slides in Mosseri's post for me is this one here:

I've been arguing for years that crypto has an important role to play in a world filled with AI. When nobody knows what is "real" anymore, there's value in being able to say with finality that, hey, this thing over here is authentic and comes from this source. Social media (web2) showed us that people would rather tie something back to an individual instead of a large faceless brand. AI is disrupting this chain of provenance, but I think crypto will bring us back to it, somehow. Whether Instagram will be a part of it, of course, remains to be seen.
Cover photo by Jakob Owens on Unsplash

Happy New Year! And welcome to another year of this daily blog. (In August of this year, we'll enter the 14th year of this daily practice.)
Exactly a year ago, I published a post talking about what might happen in 2025. It was last year's prediction post. Today, let's see how I did.
Real estate development: I admitted that I had been overly optimistic in terms of how soon the market would reset (specifically Toronto). But I did still argue that 2025 would be an important turning point in terms of people capitulating and more legacy assets/deals getting reset. I think we did start to see this. We looked at a number of receivership sites and came across many instances where a landowner would take 40-50% of what they paid. The problem is that the market still hasn't fully reset and we're still in the midst of absorbing our current housing supply pipeline. So while it sounds nice to buy something for $0.40 on the dollar, what do you then do with it?
Return-to-office: I said that we would see the average weekly occupancy index in downtown Toronto reach 90% by the end of 2025 (it was 73% when I wrote the post a year ago). As of November 2025, it was 82%. Not quite.
Autonomous vehicles: I reversed my position (relative to the prior year) and said that autonomous vehicles are way further along than most people thought, at least at the time. And boy, was 2025 a great year for Waymo. It feels like they're now in scaling mode.
EU carbon permits: A year ago, they were priced at €71.98 per tonne of carbon dioxide, compared to an all-time high of €105.73 in February of 2023. I guessed that they'd be between €90 and €100 by the end of 2025. Right now they're at €87.28.
Crypto: I thought that 2025 would be a good year for crypto given the MAGA movement's support for it. For a while, it seemed like that would be the case. But if I look at the price of Ethereum, it's down 15.21% year-to-date. So not what I predicted. But I continued to dollar-cost average.

The first time I ever used dial-up internet was sometime in the 1990s. Some of you will remember that a company called CompuServe used to mail out floppy disks with "10 free hours." And I still remember the feeling of amazement the first time I tried it. Suddenly, I could chat with people from around the world. Remember a/s/l? It was so enthralling that those 10 free hours certainly didn't last very long.
Fast forward to more recent times, and I got that exact same feeling of amazement when I started diving into crypto. The first time I created a wallet, logged into to a service (using only the wallet), and then transferred funds around, I thought to myself, "Wow, this is a fundamental shift in how the world works." A lightbulb went off. And I still feel this way about crypto, which is why I remain long ETH.
But now I'm also excited about AI (along with the rest of the world). With every new model release, it gets that much more impressive. Last week I wrote about Gemini 3 and, since then, I decided to cancel my ChatGPT subscription and move all my activity over to it. I'm sure that a better model will get released before we know it, but for right now I'm having a lot of fun creating just about everything.
Here's a cartoon isometric of Toronto that I prompted to include "landmarks" and the day's weather.

Sometime last year, Instagram changed its bottom menu bar to the following:

Bookended by the home button and the user profile button are now video reels, DMs, and the explore page. The create a new post button, which was formerly here in the center, was moved up to the top of the screen in a far less conspicuous place. These changes felt weird at first, but they were, of course, based on real user data. What people do on Instagram these days is watch reels and then share them with their friends. The era of posting beautiful square photos with nice filter edits died a long time ago.
But even today's world of video reels and TikTok videos is in massive flux. AI is flooding the system, and it's impossible to know what is "real" anymore. The name of the game with social media used to be authenticity. This is how individuals gained distribution control from institutions and large brands; they were more real and authentic. But today, we are in a world where AI-generated content can be entirely indistinguishable from "real" or captured content.
I have felt this change myself. As someone who has been a hobby photographer since undergrad some 20+ years ago, I have noticed myself grabbing my Fujifilm camera a lot less over the last year. Instead, I've just been using my phone and spending more time playing around with AI. And, of course, it's not just me. I see my architect and real estate friends using AI to test concepts, create presentation renderings, and more. So, where does all of this leave a platform like Instagram that was designed around individuals creating and sharing their own content?
A few days ago, Adam Mosseri, the head of Instagram, published these twenty slides about how the company sees the world as we head into 2026. They're an interesting read because they mark a shift in messaging. Previously, the narrative was all about connecting the world and empowering creators. Now it's about labeling, mediating, and controlling this new world. In the words of Silicon Valley journalist and entrepreneur Om Malik, "deep down, Instagram is frightened."
But there is a path forward (excerpt also from Malik):
It starts by verifying who is behind an account, embedding provenance in media, and rewarding trust signals. Over time, Meta may tighten control and aim to be an identity broker for everyone. Instagrams want [sic] you to be prepared for this new era of tighter control over identity, authenticity, and content provenance.
One of the most important slides in Mosseri's post for me is this one here:

I've been arguing for years that crypto has an important role to play in a world filled with AI. When nobody knows what is "real" anymore, there's value in being able to say with finality that, hey, this thing over here is authentic and comes from this source. Social media (web2) showed us that people would rather tie something back to an individual instead of a large faceless brand. AI is disrupting this chain of provenance, but I think crypto will bring us back to it, somehow. Whether Instagram will be a part of it, of course, remains to be seen.
Cover photo by Jakob Owens on Unsplash

Happy New Year! And welcome to another year of this daily blog. (In August of this year, we'll enter the 14th year of this daily practice.)
Exactly a year ago, I published a post talking about what might happen in 2025. It was last year's prediction post. Today, let's see how I did.
Real estate development: I admitted that I had been overly optimistic in terms of how soon the market would reset (specifically Toronto). But I did still argue that 2025 would be an important turning point in terms of people capitulating and more legacy assets/deals getting reset. I think we did start to see this. We looked at a number of receivership sites and came across many instances where a landowner would take 40-50% of what they paid. The problem is that the market still hasn't fully reset and we're still in the midst of absorbing our current housing supply pipeline. So while it sounds nice to buy something for $0.40 on the dollar, what do you then do with it?
Return-to-office: I said that we would see the average weekly occupancy index in downtown Toronto reach 90% by the end of 2025 (it was 73% when I wrote the post a year ago). As of November 2025, it was 82%. Not quite.
Autonomous vehicles: I reversed my position (relative to the prior year) and said that autonomous vehicles are way further along than most people thought, at least at the time. And boy, was 2025 a great year for Waymo. It feels like they're now in scaling mode.
EU carbon permits: A year ago, they were priced at €71.98 per tonne of carbon dioxide, compared to an all-time high of €105.73 in February of 2023. I guessed that they'd be between €90 and €100 by the end of 2025. Right now they're at €87.28.
Crypto: I thought that 2025 would be a good year for crypto given the MAGA movement's support for it. For a while, it seemed like that would be the case. But if I look at the price of Ethereum, it's down 15.21% year-to-date. So not what I predicted. But I continued to dollar-cost average.

The first time I ever used dial-up internet was sometime in the 1990s. Some of you will remember that a company called CompuServe used to mail out floppy disks with "10 free hours." And I still remember the feeling of amazement the first time I tried it. Suddenly, I could chat with people from around the world. Remember a/s/l? It was so enthralling that those 10 free hours certainly didn't last very long.
Fast forward to more recent times, and I got that exact same feeling of amazement when I started diving into crypto. The first time I created a wallet, logged into to a service (using only the wallet), and then transferred funds around, I thought to myself, "Wow, this is a fundamental shift in how the world works." A lightbulb went off. And I still feel this way about crypto, which is why I remain long ETH.
But now I'm also excited about AI (along with the rest of the world). With every new model release, it gets that much more impressive. Last week I wrote about Gemini 3 and, since then, I decided to cancel my ChatGPT subscription and move all my activity over to it. I'm sure that a better model will get released before we know it, but for right now I'm having a lot of fun creating just about everything.
Here's a cartoon isometric of Toronto that I prompted to include "landmarks" and the day's weather.

Web3: I went on to predict that we would see a breakout web3 consumer app in 2025. I also mentioned that I was impressed by NFT marketplaces like Rodeo. Well, Rodeo has gone on to mostly die and I'm not sure it would be fair to say that there was anything that crossed over into the mainstream. I'm going to give myself a zero for this one. But if I had to pick something, I would say that Coinbase's "Base App" represents meaningful progress. Base continues to dominate the Ethereum Layer 2 market. It's fast and cheap.
I wish you all a healthy, prosperous, and fulfilling 2026.
Cover photo by Jamie Fenn on Unsplash
Here's a photo of a woman standing in the middle of a street in Tokyo wearing a trench coat and holding an umbrella. My prompt also asked it to make it look like a "grainy digital photo."

And here's a knolling shot (new word I just learned) featuring the gear of a global citizen (or globizen if you will). I prompted each of the objects, down to the white panel on the Blue Jays hat.

It's not perfect. Text remains an issue. If you look closely at the front of the passports or the text on the Fujifilm camera, you'll see that it's AI. But it's only a matter of time before this goes away. These kinds of images used to require a lot of time and effort. Now I can create them with one hand on my phone while I'm eating a bowl of cereal and having a morning coffee. There's zero marginal cost.
Thank goodness I've got more than 10 hours of usage.
Web3: I went on to predict that we would see a breakout web3 consumer app in 2025. I also mentioned that I was impressed by NFT marketplaces like Rodeo. Well, Rodeo has gone on to mostly die and I'm not sure it would be fair to say that there was anything that crossed over into the mainstream. I'm going to give myself a zero for this one. But if I had to pick something, I would say that Coinbase's "Base App" represents meaningful progress. Base continues to dominate the Ethereum Layer 2 market. It's fast and cheap.
I wish you all a healthy, prosperous, and fulfilling 2026.
Cover photo by Jamie Fenn on Unsplash
Here's a photo of a woman standing in the middle of a street in Tokyo wearing a trench coat and holding an umbrella. My prompt also asked it to make it look like a "grainy digital photo."

And here's a knolling shot (new word I just learned) featuring the gear of a global citizen (or globizen if you will). I prompted each of the objects, down to the white panel on the Blue Jays hat.

It's not perfect. Text remains an issue. If you look closely at the front of the passports or the text on the Fujifilm camera, you'll see that it's AI. But it's only a matter of time before this goes away. These kinds of images used to require a lot of time and effort. Now I can create them with one hand on my phone while I'm eating a bowl of cereal and having a morning coffee. There's zero marginal cost.
Thank goodness I've got more than 10 hours of usage.
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