The Wrongness Iceberg

As soon as I got out of college I got a job at a restaurant. At the time I had never had a job at a restaurant, but my mom had known the owners and I felt obligated to avoid performing badly. Yet inevitably I did perform badly, and how this performance was evaluated would greatly affect my way of perceiving my mistakes.

If you’re entrenched in an organization, there’s a good chance you have an idea of what it is you’re supposed to do and what mistakes you will or will not be making. But suppose you’re in a position like this one: by way of your ignorance you know you’re going to make a lot of mistakes, and it’s just a question of when and how much. Further, you know that if you make too many mistakes, you make people you care about look bad. And finally, there are a lot of unknown unknowns: you don’t know what possible mistakes and acts of ignorance exist to begin with, so many mistakes you’ve made you will be blind to.

The proactive thing to do, naturally, is to try to minimize how many mistakes you make.

There are two key ways to gauge the depth of being told you have made a mistake. The first way is to take mistakes literally, as if no other mistake exists, and any other mistake would be pointed out to you. So if you correct this mistake, everything else should be fine. This is how you’d expect to take mistakes if you were, say, under the supervision of an editor.

But the second kind is where the title of this writeup comes in. Not everyone is literal, or critical enough to notice every mistake. Much of the time, you’ll only receive news of a mistake if many other mistakes are already afoot, and this mistake just happens to stand out from the set of mistakes you’ve already made. And since you don’t know what mistakes you could be making, you don’t know if there are many more mistakes under your level of awareness that you could be correcting for, but aren’t.

In short, you’re tasked with avoiding a wrongness iceberg: a mistake indicative of a nautical mile of mistakes below the surface and your level of awareness.

This is a debilitating position to be in, because your mental map of your performance prior to discovering the iceberg needs to be completely rewritten; in addition to accounting for all of the new areas you need to work on, you will likely account for the embarrassment of realizing that you have opened up a new frontier of mistakes to reflect on from your period of unaware incompetence.

While I don’t think it’s impossible that people exist who have never been in a situation like this, I think anyone who dives into a new field or skill is familiar, at least, with this feeling of brief yet total incompetence. And if you’re in a field with enough depth and subjective calls to allow for a wrongness iceberg scenario, there might not be much you can do to prevent it. The most you can do is provide adequate resistance for the inevitable.

That’s why I’ve created this mental model to think about it constructively. In every situation where I’ve faced a wrongness iceberg, the anxiety has been catastrophic. If you can at least deal with it, you can realize why it is you’re anxious and what’s going on with your assessment of your own mistakes. From experience, knowing that I’m worried about making this kind of iceberg-revealing mistake is helpful for mitigating my stress. And if you can somehow preempt an iceberg, that’s even better.

side note: I’ve extended this concept to other domains, and it works well. A “dishonesty iceberg” is when one person’s lie reveals a nautical mile of lies below the surface, and an “attraction iceberg” is when one person’s expression of attraction toward you are indicative of a much greater level of internal attraction.