Articles by Michael Cannon
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I’m Trying to Build Myself Out of the Loop
I like being useful. Someone asks a question, and I know the answer. Something breaks, and I can fix it.…
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8–12 minutesreading
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I Don’t Want AI To Make My Students Average
Why I spent 70 pages teaching AI how to treat learners differently. When I began using AI more seriously for…
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12–18 minutesreading
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Why I Keep Simplifying Everything
I spend an unreasonable amount of time making things smaller. Over the past week, that compulsion has shown up in…
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5–8 minutesreading
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The Work After The Work: Choosing Where To Put My Energy
For most of my career, the challenge was finding opportunities. Now, the challenge is deciding which opportunities deserve my energy.…
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5–7 minutesreading
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Teaching English Made Me a Better Leader
When I first started teaching English, I assumed my years of leading teams would make me a better teacher. I…
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3–5 minutesreading
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Ownership Doesn’t End When a Union Begins
Some opportunities ask us to repeat what we already know. Others ask us to become capable of something new. I…
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8–11 minutesreading
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Stop Waiting for the Perfect Moment: Finding Meaning in the Messy Middle of a Career Transition
It is 1:45 am in Mexico. The house is quiet. My children are asleep, their football gear and iPads scattered…
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5–8 minutesreading
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Be Present When Your Heart Is Somewhere Else: A Parent’s Guide to Living in Two Worlds
It is 7:00 pm in Mexico, and the light is doing that thing it only does here, turning the dusty…
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5–8 minutesreading
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There Are No Good Choices: How to Live Deliberately When Every Option Hurts
I am writing this from Mexico. If you saw the photos on a curated feed: the vibrant bougainvillea, the warm…
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5–7 minutesreading
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Clarity vs Activity: When Work Looks Like Progress But Isn’t
There are days lately where I end the day feeling like I’ve done a lot, but I’m not sure I’ve…
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2–3 minutesreading










