It's not fair to blame the planners. Their job is to evaluate each proposal according to how it meets established criteria, the various by-laws and guidelines that the City has enacted over the years.
Those rules are well meaning; they were set in place to create livable buildings, blocks, neighbourhoods and by extension a whole city.
So, when you establish only one set of rules, you have to aim them at buildings in a broad way, so that a whole city fabric can be woven based on the rules. In fact, the "fabric" metaphor is just about every planner and enthusiast's favourite figure of speech when describing a well integrated building or neighbourhood.
I think the problem is that the fabric metaphor is entirely too apt.
Yes, sure you want your city to be made of a good fabric, like you would a suit or coat or shirt or jacket. All of those items have other components however, like buttons.
If a city's rules do not allow for some buttons to be built, all you end up with is a t-shirt. I want something tailored, and I dare say most people want more than just a t-shirt of a city too. So, we need rules that also allow some buttons to stand out from the fabric. Like New York City's landmark zoning regs understand, there are spots where the fabric needs to be punctuated and held together by buttons.
It's the buttons that we remember in other cities that we travel to or dream about. The cities are no good certainly if the buttons just stick up out of patchy fabric, but any great, worthwhile, memorable, pride-worthy place has buildings that are akin to buttons, and not just fabric.
So, sorry for banging the metaphor gavel so long (Gakk, now I can't stop!), but the fabric metaphor works, and it's just that very few people understand its logical conclusion, and we don't seem to have planning rules to get to the logical conclusion.
Politicians who prefer suits over togas could spend some time thinking about how to get us some more buttons.
(See I can't stop now.)
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If that didn't make any sense, read it again…