Let's assume that you're Mayor of your city and that, for whatever reason, you have no need to pander to voters. You're a benevolent dictator. You can do whatever you think is best overall for the city and it will just happen. What would you do? This is more or less the question I asked on Twitter this morning, and I think it's only fair that I answer my own question. So here is a non-exhaustive list of items that came to mind while thinking of Toronto:

• Substantially increase the pay of public sector workers throughout the city and bonus them based on measurable outcomes. Forget things like time limits on development applications; instead align incentives. For example, if we're trying to get more shovels in the ground on affordable housing, incentivize people based on building permits issued. I'll never forget what Roger Martin told me while I was at Rotman. When he became Dean of the school, Rotman was a whatever business school that wasn't faring all that competitively in the rankings. One of the problems he discovered was that the school's professors were getting paid far less than those at Wharton, Harvard, Stanford, and so on. So if you were a star, why would you ever want to teach at Rotman? He immediately matched the salaries of those top-tier schools and then, not surprisingly, the top-tier talent arrived. You get what you pay for.

• Immediately price roads and congestion, and direct, to the fullest extent possible, the funds toward transit and cycling infrastructure. At the same time, the planning and building of transit would be depoliticized. There would be a reccurring funding stream and a plan that we're continually building out. Minimize protracted debates. Never stop building. There's a lot of talk this mayor election about solving traffic congestion. I have yet to see a plan that will actually work. Accurately pricing congestion likely won't be popular, but I can guarantee you that it will be highly effective.

• Ensure that property taxes are sustainably covering the costs of operating the city and then, at a minimum, peg all future increases to CPI.

• Make any new housing development less than 12 storeys as-of-right. That would mean, no rezoning process and no site plan approval; just straight to building permit.

• Empower the private sector to build affordable housing through incentives and subsidies. Affordable housing isn't feasible to build on its own, which is why nobody is doing it. Inclusionary zoning also won't get us there. Make developers want to build it and they'll do it.

• Liberalize licensing and cut red tape to empower small entrepreneurs across the city in various industries. A perfect example in my mind is street food. Toronto is the most diverse city in the world with some of the best restaurants, and yet the only thing you can buy on the street is a stupid hot dog. If we empowered small entrepreneurs to setup shop on our streets, we would easily have the best street food scene in the world. And I am positive that there are countless other latent opportunities in this city that are being held back by dumb and archaic rules.

• Make dramatic improvements to our public realm with an eye toward becoming the most beautiful and livable city in the world. Finally pedestrianize Kensington Market, remove the elevated Gardiner Expressway, make it so that we can swim in the Lake, build beautiful public washrooms all across the city that are actually open and aren't gross, and the list goes on. And yes, "beauty" should be requirement so that we don't end up with shit like this.

• Focus on art, design, culture, and innovation as central pillars of Toronto's brand. Miami is a good example of what this approach -- along with favourable taxes and nice weather -- can do for a city. I've said this before, but here's just one example: Toronto is in many ways the birthplace of the cryptocurrency Ethereum. Why is nobody talking about this? Why are we not celebrating and leveraging this? It's a missed opportunity. Broadly speaking though, I think just having and doing three things can be effective in promoting new ideas for these pillars: have reasonably affordable housing, be a city that young people want to live in, and remain open and tolerant to immigrants.

• Stop thinking of the night-time economy as a nuisance and instead think of it as a powerful economic development tool. I recently responded to this "night economy survey" that the City of Toronto released and the obvious bias is that nighttime things are seen as a terrible nuisance. In other words, "tell us how do we make all of this less annoying for grouchy voters." My response was to extend last call to 4am and to start thinking of it as an opportunity to draw in young people, tourists, and whoever else. This complements my previous point.

This is, again, a completely non-exhaustive list. But if I had to summarize the overall ambition, it would be to make Toronto a truly exceptional and remarkable city. We should never be happy with mediocrity.

What else would you do? Leave a comment below.

Photo by Aditya Chinchure on Unsplash

Back in 2014, Amsterdam became the first city to have what is referred to as a "night mayor." And at the time, including here on this blog, this was generally viewed as a pretty progressive thing to do. It recognized that there is an important nighttime economy and that, with the right leadership, it be harnessed for broader economic development purposes. As a result, many cities followed suit and appointed their own night mayors. (Toronto did not, despite my repeated posts.)

But fast forward to today and things feel different. Night mayors aren't talked about as much in city building circles. And Amsterdam is actually trying to limit overall tourism growth. It is working to relocate its Red Light District to outside of the city center and it hopes to reduce the amount of people who come to the city just to misbehave. To be clear, it still wants tourists; it just wants more people who do things like go to museums:

The Netherlands’ capital plans to launch a deterrence campaign later this month aimed at tourists who go wild during their visits. In addition to new ads, the city has proposed rules in its infamous Red Light District, such as a ban on smoking marijuana in the street, earlier weekend closing times for bars, clubs and sex-work establishments and reduced alcohol sales. 

Amsterdam’s liberal rules for drugs and prostitution have long attracted travelers looking to let loose, but officials say they are taking it too far and harming the quality of life for residents. 

This is an interesting situation because usually the problem is, "how do we get more tourists to come and visit our city? Should we maybe build a casino or a Ferris wheel or something else equally as big?" Instead, the problem here is, "we have way too many drunk and annoying tourists. How do we swap them for more cultured visitors?" Of course, one solution is to just tell people that they are annoying and that they should stop coming. And that's generally what the ad campaigns plan to do.

An alternative approach might be to celebrate all of the other things that one can do in Amsterdam.

There is a very common story that plays out in cities. It starts with an area that has seen disinvestment and is probably a little seedy and/or dangerous . This creates an environment where rents and real estate as a whole are relatively inexpensive. New, cool and creative businesses start to move in (attracted by said inexpensiveness) and the area begins to turn around. Eventually it becomes suitable for institutional-type investors, and this ultimately leads to everything becoming expensive as a result of demand outstripping supply. Gentrification complete.

The great irony of this story is that you sometimes, or oftentimes, lose the very things that made the area cool and interesting in the first place. Here is an example from Miami:

The result has been a property speculation boom that, when combined with the city's relatively low wages, put many businesses and residents on the street. Asking rents for industrial space, for instance, went up by 53 percent in the last year alone. Nobody can afford to buy, let alone rent, adequate space for a music venue because so much land has been snapped up by outside investors with a predilection for grand, "world-class urban" designs. 

And for some areas, it is arguably the result of a careful and deliberate plan that was put in place nearly two decades ago:

Teele's commissioner district in the early 2000s included both Park West and the historically Black neighborhood of Overtown. At the turn of the millennium the area was blighted and crime-ridden thanks to years of racist, regressive policy decisions from segregation to redlining. His plan was simple but incredibly effective. He spearheaded a campaign to revitalize the area by granting a limited number of 24-hour liquor licenses to clubs like Space. Dozens of venues rose up on and around 11th Street, including vast, multi-room clubs like Metropolis, live venues like Studio A and Grand Central, and more intimate spots like Vagabond. Sporadic police raids also gave the area a druggy, dangerous reputation, inadvertently raising its allure. 

This reoccurring arc has led some people to conclude that cities and/or areas seem to want to follow a kind of binary outcome: they're either dying or they're too successful. Why can't we just have urban homeostasis? I don't think this is necessarily always the case. Cities go through cycles just like any other market. I also know that it's complicated. But I do feel strongly that we need to be mindful that part of what makes cities such wonderful places is that they are factories for new ideas and creativity.

I can't remember when or exactly how he said it, but YouTuber Casey Neistat once described New York City as an incredible island (Manhattan?) where misfits from all over the world come to do whatever the hell they want. And that part of the reason for this is that nobody cares what you do, because everyone is just so damn busy. You could certainly argue that New York isn't what it used to be. But the lesson here remains the same: Cities are at their best when they allow humans to create, build, experiment, and express themselves.

And oftentimes a great place for that is in a space that nobody else wants.