

sunset drag by Philippe Clairo on 500px
I’m sitting in Calgary International Airport right now waiting for my flight back to Toronto. This marks the end of the 6th Penn Annual (our annual ski and snowboard trip). We all had an amazing time and I can’t wait until next year’s annual. We’ve already (pretty much) decided that it’s going to be in Park City, Utah.
As you can probably tell, I like traditions and routines. As boring as that might sound, I think there’s a lot of value in doing the same thing over and over again.
It’s why I do an annual ski and snowboard trip every February with some of my closest friends (to a mountain we’ve never been to before). It’s why I write something – no matter how short it might be – every day here on Architect This City. It’s why I lift weights 3-4 times every week. It’s why I’m interested in brand building (creating equity takes consistency and time). It’s why I love the permanence of real estate. And it’s also why I like dollar cost averaging when it comes to investing.
I guess you could say I like the long game. I enjoy having “disciplines.”
And that’s because I think there are very few substitutes for hard work and sustained efforts. We all love to talk about those overnight success stories, but in reality they’re often the farthest thing from overnight. I know that it takes time to get great at something. And I also know that I’m not always going to be right. But the simple act of not stopping can take you pretty far.
In any event, I hope you enjoyed all the mountain town talk (I have a few more ideas I want to write about) and my Snapchat stories (if you followed along). I got really into Snapchat on this trip. And that’s because I think the platform is at a tipping point where brands are going to start thinking of it as a legitimate marketing channel – and not just an app for teens.
Do you have any routines or disciplines? If so, feel free share them in the comment section below. Or if you hate routines, tell us why.
See you in Toronto :)


I’m writing this post from the Lakeview Lounge at the Fairmont Chateau Lake Louise. The view of the (frozen) lake and mountains is absolutely stunning (see above). I can totally see why people move to the Rockies and never leave. Frankly, I’m not sure how I’m going to ever go home ;)
This Chateau was first built up in the late 19th century by the Canadian Pacific Railway. Developed as a way to encourage ridership and fund railway expansion, its position on the eastern edge of Lake Louise was probably a fairly obvious choice (although only when accompanied by rail). It’s designed to take full advantage of the views of the lake and the mountains.

Chateau Lake Louise ~ by Carmen Brown on 500px
But it’s not always this easy to predict or select where development should happen and will happen next.
Yesterday I was quoted in a Torontoist article talking about the rise of Dovercourt Village in Toronto – which is a topic I covered here on ATC about a month ago.
The interesting thing about Dovercourt Village – and specifically Geary Avenue – is that they seem like unlikely places for new investment. Many of the buildings aren’t particularly beautiful. And there’s a rail line and a set of power lines running through the middle of it.
But if the buzz around Dovercourt Village proves to be true, then it could very well end up as a new yuppy enclave in the city. I’m not going to debate the merits of gentrification today, but I think it’s interesting how change can seemingly emerge out of nowhere.
If you rewind 10 years to before Ossington Avenue became the hotspot that it is today, many of you would have probably classified it as an unlikely place for gentrification. Located beside the Centre for Addiction and Mental Health (CAMH), the area wasn’t considered desirable at the time. (CAMH has since undergone a lot of change.)
But oftentimes change can come out of nowhere. It just takes few enterprising pioneers who see something that nobody else does.


Having just spent the weekend in Calgary and Banff, I’ve been thinking a lot about importance of picking the right city in which to live. I’m not saying that I don’t love Toronto. Because I do. But I am incredibly envious of cities – like Calgary, Vancouver, and Denver – that have such easy access to incredible mountains.
The photo at the top of this post was taken on the drive from Calgary to Banff.
Now, this might not matter to a lot of people, but it does to me. It’s a personal thing. There’s something really nice about landing in a city and seeing people leaving the airport with skis and snowboards in hand. And there’s something really nice about a city where so many people are active, outdoorsy, and fit.
This, of course, is the topic of Richard Florida’s book, Who’s Your City?: How the Creative Economy Is Making Where You Live the Most Important Decision of Your Life. But it’s still something that I’m not sure many of us give a lot of thought to. Are you living in the right city for you?
I’ve lived in cities that weren’t right for me and I know that it can have a profound affect on your happiness.