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Why high performers make assertions

A 7-minute essay on the difference between an insight, a suggestion and an assertion, and why the last one moves work forward

Why it’s worth your time

Pointing something out is easy; saying what to do about it, and owning that call, is what tends to move work forward.

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How to make a recommendation and own it

The essay · 7 min · Free

Opens their site. We don’t copy it here; we’d rather they get the read.

  1. Read the essay.

    It opens with a story from early in her career, bringing trend observations to a senior merchant who kept asking what they should do about them. Read for the three parts of an assertion and the fill-in-the-blanks framework that follows, the most usable part.

  2. Turn one observation into an assertion.

    Pick something you've noticed at work this week. Before you mention it, write what you noticed, what you think it means, what you'd recommend, why you think it'll work, and what you'll do if it doesn't. Then say or send that version.

Good moments for this: before a meeting where you'll weigh inwhen you've spotted a problemwhen you keep asking instead of answering

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Making it work for you

Every workplace is different. Here’s what to think about before you start, and what might get in the way.

Things to think about

Kao is clear that an assertion isn't a claim of certainty. Saying how sure you are, and what would change your mind, keeps a strong recommendation honest.

What might make this harder

Frame it as your read: from where I sit, this is what I'd try, though I may be missing context. That's still an assertion, offered with the humility your position calls for.

Questions people ask

What is the difference between an insight, a suggestion and an assertion?

In Kao's terms, an insight points out something you noticed, a suggestion offers options and leaves the decision to someone else, and an assertion is a recommendation you believe in, will argue for and will take ownership of.

Do you need to be certain to make an assertion?

No. Kao argues assertions matter most in new, uncertain situations where nobody has the answer, as long as your language matches how sure you actually are.

How do I speak up with more confidence at work?

Bring a point of view along with the observation: your read on it, your recommendation and how you'd handle the risk. Even if people disagree, it gives them something concrete to respond to.

Who is Wes Kao?

A writer and coach on executive communication and managing up, who publishes a weekly newsletter and teaches a course for mid-career leaders.

The longer read

What it says, and how it holds up

Early in her career, at Gap's headquarters, Wes Kao kept bringing a senior merchant careful observations about what was trending, and kept getting the same reply: so what should we do? She first published this essay in 2020 and updated it in 2025. The lesson took her years to absorb: an observation, however sharp, leaves all the deciding to someone else.

From there she defines the three levels. An insight shows you're paying attention, but nothing has to change. A suggestion offers options while keeping you off the hook. An assertion connects the dots, recommends a course of action and puts your name on it. Her fill-in-the-blanks template ends with what could go wrong and how you'd handle it, which is what makes a strong view responsible rather than reckless. She also makes a pointed case about AI: following clear instructions is the part of a job easiest to hand to software, and judgment is the part that isn't.

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Picked by Truest and described in our own words. The original belongs to its creator. Last updated October 9, 2026. We sell a career membership; where that’s relevant above, we say so.