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Certainty addiction in financial decision-making

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AUTHOR: Carl C Trovall on 11/13/2025

In my short time in this forum, I’ve noticed that we spend considerable time discussing both commendable and questionable decisions—our own and others’. Exploring these decisions humbly and methodically can be quite helpful. Models of behavior are one of the fundamental ways we learn ethics and good decision-making, and I’ve certainly gained wisdom from the stories many of you have shared.

This past Tuesday, while driving to CrossFit, I listened to a stimulating conversation on “The Rational Reminder Podcast” with Ted Cadsby, a former executive at CIBC, a Canadian financial firm (Episode 382). The podcast began with a discussion of the power of index fund investing but then shifted toward human nature and how our evolutionary development has created “design flaws” that affect our lives and investment decisions. What worked so well for us when we roamed the savannah doesn’t serve us as well in modern life.

While Cadsby works in finance, he majored in philosophy and has spent considerable time explaining how insights from the field of human cognition relate to finance and investing. (As a lifelong advocate of the liberal arts, I’m particularly drawn to stories of humanities majors who apply their insights to fields that, at first glance, seem far removed from the humanities.)

In this podcast and in his book, “Hard to be Human,”Cadsby identifies five cognitive “design flaws” that, while sometimes helpful, also lead us to make errors in logical analysis:

  1. Greedy reductionism – our tendency to oversimplify complex ideas and systems
  2. Certainty addiction – our tendency to crave the feeling of “knowing something” even when we’re wrong
  3. Emotional hostage-taking – our tendency to overreact emotionally and then ruminate obsessively over issues
  4. Competing selves – our tendency to collapse our competing identities into one unified self
  5. Misguided search for meaning – our tendency to overestimate the belief that we have inherent meaning and purpose in life

Certainty Addiction in Focus

Let’s review one of these design flaws more closely.

Certainty addiction is the tendency to derive more pleasure from the feeling of “knowing” something in a conversation or argument than from actually checking our facts or entertaining the possibility that we might be wrong (which does not feel so great). Our pleasure comes not from actually knowing or understanding something, but from the belief that we know or understand it.

While certainty addiction may serve us well when confronted by a rattlesnake in the forest, it’s less helpful in determining how best to invest in the stock and bond markets. I suppose this is why indexing is so powerful—you don’t have to know precisely where stock value is headed because you’ve bought the whole sector or market.

That said, I’ve met so many advisors who “know” how to best invest, and they all offer different, even contradictory advice. I now see that they’re rewarded emotionally for “knowing,” despite the fact that they don’t really know. In that feedback loop, they become addicted to the certainty of their own advice.  (Having taught in academia for most of my career, I would say we academics are quite prone to certaintly addiction.)

This raises important questions: How can we recognize certainty addiction in others? Perhaps more importantly, how can we best avoid certainty addiction in ourselves when it comes to financial decisions?

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parkslope
1 month ago

Certainty bias sounds very similar to overconfidence bias that was identified by Kahneman and Tversky many years ago.
Overconfidence bias is a cognitive bias where an individual’s subjective confidence in their own judgment, ability, or future success is reliably greater than their objective (actual) performance or the facts would justify. It is one of the most significant and widespread cognitive biases. 

DAN SMITH
1 month ago

I read all the editorials in the paper, even the ones I don’t agree with. Guess what, oftentimes the other guys make some good points. I do this in an attempt to avoid confirmation bias. I do not claim to be 100% free of such bias, but I try. 
Seems like certainty addiction is a result of having our bias constantly confirmed.

Jack Hannam
1 month ago
Reply to  DAN SMITH

It feels good to learn I was right whereas learning I was wrong and having to change my mind is not as easy. But necessary. I can see why confirmation bias is so pervasive. As for media, I am better informed on a topic if I read or listen to a variety of reports and opinions.

Greg Tomamichel
2 months ago

Great piece, thanks Carl.

I agree that Certainty Addiction appears all around us.

I’m similar to Mark on this one. By avoiding Certainty Addiction I was able to differentiate myself from the pack and make a career out of it. I worked with design engineers that were always looking for an ideal set of inputs and constraints on their design so they could proceed “by the book”. Unsurprisingly, that never happened.

So by finding a way to progress whilst understanding the uncertainty, I kept myself in a job!

One more quick point – with regards Greedy Reductionism, I think there is also a flip side, where simple things are made way more complex than they really are.

Mark Gardner
2 months ago

A former boss of mine once told me that he obsessed so much over his retirement planning spreadsheets that he ended up neglecting his marriage!

Sadly, he didn’t invest in repairing his marriage for that and the 93% probability of success with Monte Carlo simulations meant very little after the divorce!

R Quinn
2 months ago

Certainty addiction is rampant on social media especially the failure to check facts. It’s really quite scary and so willingly accepted as fact and truth.

One of my favorites is that this or that president or Congress or “they” stole the Social Security trust money and never returned it and if they returned it there would not be a problem. Oh my😱

Mark Crothers
2 months ago

After nearly thirty years running my own business, I can tell you that certainty was a luxury I rarely had. Every major decision, hiring, expansion, pivoting when markets shifted, involved making peace with incomplete information and living with the consequences.

What strikes me about “certainty addiction” is how often I encountered it in people who’d never had skin in the game. Consultants, analysts, even some employees would speak with absolute conviction about what I should do, while I was the one who’d lose sleep and money if it went sideways.

The times I felt most certain were often when I was most wrong. My best decisions usually came when I could admit “I don’t know for sure, but here’s my best judgment based on what I can see.” That discomfort with uncertainty, learning to work within it rather than deny it, might be the most valuable skill I developed.

Now in retirement, I find myself spotting certainty addiction everywhere, especially in financial “experts” who’ve never had to make payroll or weather a recession with their own capital at risk. Experience teaches humility, or at least it should.

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