
Canada must become a global superpower
The silver lining to the US starting a trade war with Canada and regularly threatening annexation is that it has forced this country out of complacency. Indeed, I'm hard pressed to remember a time, at least in my lifetime, when patriotism and nationalism has united so much of Canada. According to a recent survey by Angus Reid, the percentage of Canadians expressing a "deep emotional attachment" to the country jumped from 49% in December 2024 to 59% in February 2025. And as further evidence of...

The bank robbery capital of the world
Between 1985 and 1995, Los Angeles' retail bank branches were robbed some 17,106 times. In 1992, which was the the city's worst year for robberies, the number was 2,641. This roughly translated into about one bank robbery every 45 minutes of each banking day. All of this, according to this CrimeReads piece by Peter Houlahan, gave Los Angeles the dubious title of "The Bank Robbery Capital of the World" during this time period. So what caused this? Well according to Peter it was facil...
The story behind those pixelated video game mosaics in Paris
If you've ever been to Paris, you've probably noticed the small pixelated art pieces that are scattered all around the city on buildings and various other hard surfaces. Or maybe you haven't seen or noticed them in Paris, but you've seen similarly pixelated mosaics in one of the other 79 cities around the world where they can be found. Or maybe you have no idea what I'm talking about right now. Huh? Here's an example from Bolivia (click here if you can't see...

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Daily insights for city builders. Published since 2013 by Toronto-based real estate developer Brandon Donnelly.

Canada must become a global superpower
The silver lining to the US starting a trade war with Canada and regularly threatening annexation is that it has forced this country out of complacency. Indeed, I'm hard pressed to remember a time, at least in my lifetime, when patriotism and nationalism has united so much of Canada. According to a recent survey by Angus Reid, the percentage of Canadians expressing a "deep emotional attachment" to the country jumped from 49% in December 2024 to 59% in February 2025. And as further evidence of...

The bank robbery capital of the world
Between 1985 and 1995, Los Angeles' retail bank branches were robbed some 17,106 times. In 1992, which was the the city's worst year for robberies, the number was 2,641. This roughly translated into about one bank robbery every 45 minutes of each banking day. All of this, according to this CrimeReads piece by Peter Houlahan, gave Los Angeles the dubious title of "The Bank Robbery Capital of the World" during this time period. So what caused this? Well according to Peter it was facil...
The story behind those pixelated video game mosaics in Paris
If you've ever been to Paris, you've probably noticed the small pixelated art pieces that are scattered all around the city on buildings and various other hard surfaces. Or maybe you haven't seen or noticed them in Paris, but you've seen similarly pixelated mosaics in one of the other 79 cities around the world where they can be found. Or maybe you have no idea what I'm talking about right now. Huh? Here's an example from Bolivia (click here if you can't see...
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>4.2K subscribers
In keeping with the recent theme about cities, their brands, and the messages they send, I thought I would revisit an old essay (2008) written by Paul Graham (of Y-Combinator) called “Cities and Ambition.” In it, he talks about the various messages that cities send us, such as:
You should make more money (New York)
You should be better looking (Miami?)
You should be smarter (Cambridge)
You should be more powerful (Silicon Valley)
But the most interesting part of his argument is the belief that we are largely products of our environment. No matter how strong or formidable our personalities might be, the message a city sends us is hugely important. In fact, it might be impossible to escape it. Here’s how Paul puts it:
How much does it matter what message a city sends? Empirically, the answer seems to be: a lot. You might think that if you had enough strength of mind to do great things, you’d be able to transcend your environment. Where you live should make at most a couple percent difference.
But if you look at the historical evidence, it seems to matter more than that. Most people who did great things were clumped together in a few places where that sort of thing was done at the time.
You can see how powerful cities are from something I wrote about earlier: the case of the Milanese Leonardo. Practically every fifteenth century Italian painter you’ve heard of was from Florence, even though Milan was just as big. People in Florence weren’t genetically different, so you have to assume there was someone born in Milan with as much natural ability as Leonardo. What happened to him?
If even someone with the same natural ability as Leonardo couldn’t beat the force of environment, do you suppose you can?
I don’t. I’m fairly stubborn, but I wouldn’t try to fight this force. I’d rather use it. So I’ve thought a lot about where to live.
To some, this thought may depress you. I mean, if you happen to live in a city or place with the “wrong” message, you might feel as if you’re missing out. I know that thought certainly crossed my mind when I read his essay. But different messages resonate with different people, and so maybe the message your city is telling you is exactly the one you need to accomplish great things.
In Toronto, I’d say that the message is similar to that of New York: You should make more money. Oh, and also that you should buy more condos ;)
What message does your city tell you?
In keeping with the recent theme about cities, their brands, and the messages they send, I thought I would revisit an old essay (2008) written by Paul Graham (of Y-Combinator) called “Cities and Ambition.” In it, he talks about the various messages that cities send us, such as:
You should make more money (New York)
You should be better looking (Miami?)
You should be smarter (Cambridge)
You should be more powerful (Silicon Valley)
But the most interesting part of his argument is the belief that we are largely products of our environment. No matter how strong or formidable our personalities might be, the message a city sends us is hugely important. In fact, it might be impossible to escape it. Here’s how Paul puts it:
How much does it matter what message a city sends? Empirically, the answer seems to be: a lot. You might think that if you had enough strength of mind to do great things, you’d be able to transcend your environment. Where you live should make at most a couple percent difference.
But if you look at the historical evidence, it seems to matter more than that. Most people who did great things were clumped together in a few places where that sort of thing was done at the time.
You can see how powerful cities are from something I wrote about earlier: the case of the Milanese Leonardo. Practically every fifteenth century Italian painter you’ve heard of was from Florence, even though Milan was just as big. People in Florence weren’t genetically different, so you have to assume there was someone born in Milan with as much natural ability as Leonardo. What happened to him?
If even someone with the same natural ability as Leonardo couldn’t beat the force of environment, do you suppose you can?
I don’t. I’m fairly stubborn, but I wouldn’t try to fight this force. I’d rather use it. So I’ve thought a lot about where to live.
To some, this thought may depress you. I mean, if you happen to live in a city or place with the “wrong” message, you might feel as if you’re missing out. I know that thought certainly crossed my mind when I read his essay. But different messages resonate with different people, and so maybe the message your city is telling you is exactly the one you need to accomplish great things.
In Toronto, I’d say that the message is similar to that of New York: You should make more money. Oh, and also that you should buy more condos ;)
What message does your city tell you?
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