Daily insights for city builders, delivered every morning at 6 AM ET. I’m Brandon Donnelly — a Toronto-based real estate developer and founder of Globizen. I’ve been writing here since 2013.

Cynics sound smart but optimists build the future

There’s an old saying that “cynics sound smart, but optimists move the world.” And indeed, studies show that we typically perceive pessimism as a sign of intelligence. On some levels, this makes sense because it requires intellect to understand something, and then expose its vulnerabilities.

But at the same time, pure cynicism can be inherently passive. It’s an easy armour to wear, one that protects the user from (1) taking risk, (2) being proven wrong, and (3) doing the hard work to determine whether something might actually work. Importantly, cynicism generally creates zero new value. It may protect you from a bad decision, but it also blocks you from the really great ones. Value creation demands action.

Now, blind optimism is not the answer. Risk management is essential. In fact, some of my real estate developer colleagues describe the business purely in these terms: “I manage risk for a living.”

The right answer is a kind of rational optimism. Because the greatest value creation comes when you believe something is true or possible, even if it has never been done before. If someone has already proven the thesis, it doesn’t require the same degree of optimism; it only requires research.

If you’re looking for evidence of this in practice, consider that the most entrepreneurial cities in the world have robust capital markets that are inherently tolerant of risk. Venture capital, for example, is rational optimism scaled across an asset class. It operates on a power-law distribution. The assumption is that most investments will be a failure, but a select few will more than make up for it.

This is an important feature because it rewards bold ideas that can change the world. But for all of this to work, you need a healthy dose of institutional optimism. Without it, these bets go unmade and the future gets created by someone else. Let’s not ignore this key ingredient as we build our cities.

One response to “Cynics sound smart but optimists build the future”

  1. Scott Baker Avatar

    This article struck me deeply. I – with a consortium of up to a dozen others, half paid and half sharing my vision – tried to create the (then) world’s largest or maybe second largest residential building, by sf. in NYC, for 8 years. No other building in the world spans a major estuary or river like the RiverArch would have, also providing 7,630 units with 30% affordable. After 50+ spreadsheets & 100s of presentation pages, contests, visits to Electeds, developers (we had one on the team who set up most of the appointments), potential funders, energy consultants, lawyers, architects (with a letter of support from one) etc. we were stopped by the most mundane of reasons: being unable to obtain the site from the local Con Ed utility, even though they had freed it of a decommissioned steam plant and had a record of selling off a similar adjoining parcel in 2013, and others they no longer needed. They were keeping that pier, however.
    I had to be optimistic to get as far as I/we did. My motto is: If it should be built (by profit, practicality, sustainability, meeting local laws & political goals), it will be built. But not this time. I’m not sure where the big bright line is between possible but highly ambitious is vs. unrealistic.
    I’ve written a book about the venture for others to follow, especially those just breaking into the field like I was, but my lawyers say quoting actual people, even including a few of the 1,000+ emails, could get me into liability trouble, so I can’t publish it for now.
    What I need are readers. Would you be willing to read the first 2 chapters, which are mainly motivation & design details, so no liability involved, and give me a short review, good or bad? Then I can help determine whether to continue.

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