Something wise(-ish)
We all know that feeling like an impostor is pretty awful.
It’s stressful. It’s anxiety-provoking. And the fear of being “found out” — which is the hallmark of all fraudulence — can eat you up inside.
But not all impostorism is created equal.
In fact, if you don’t feel like an impostor sometimes, you’re doing something wrong.
Because feeling like an imposter isn’t always a symptom of fraudulence.
It’s also a sign that you’re growing.
Here are a few conditions for what I like to call good impostorism:
When you’re taking on a challenge that’s beyond your current capabilities.
When you’re putting yourself in an unfamiliar situation.
When you’re learning new skills and still figuring out how to deploy them.
When you’re not excelling, but you’re not causing any harm.
When your numerical age doesn’t line up with your responsibility or experience.
When you have access to the people, information and support you need to close the gap.
When you couldn’t have possibly acquired the necessary skills or experience until you actually did the thing.
When you can eliminate anyone who challenges your authority.
(Just kidding about that last one. This isn’t Kim Jong Un’s personal Substack. But man, that would be a killer newsletter. Literally.)
If any of those conditions are true, then the impostorism you feel is probably a sign that you’re right where you’re supposed to be.
I’m gonna say the quiet part out loud:
Being a fraud is an essential step in the process toward not being a fraud.
But to be a healthy fraud — to be a good impostor — you have to know the difference between punching above your weight and being completely out of your depth.
You have to understand when you’re rising to the occasion and when you’re conning people into believing that you can do something you never will.
And you have to actively seek out the resources you need to close the fraudulent gap.
But if you want to grow, you’re going to have to risk the vulnerability of playing in that gap between what you can do and what you want to achieve.
Your job isn’t to avoid being an impostor at all costs.
Your job is to be the best impostor you can be.
And if you’re interested in hearing how this idea played out in a listener’s life…
Check out episode #995, where we took a letter from a high-achieving listener who was working through some very intense fraudulence at work. It was actually one of the most interesting cases of impostorism I’ve ever heard.
In the segment, we talked about how to overcome imposter syndrome before it becomes a self-fulfilling prophecy, and how to work with healthy fraudulence.
We also talked about how trauma informs our feelings of impostorism — another nuance to this topic that doesn’t get enough attention, in my view.
Have you found this principle to be true in your world? Struggling to make use of it?
Hit reply and tell me about it. I’m all ears?
On the show this past week
1206: Taylor Lorenz | How Child Influencers Become Predator Magnets
1207: Hoping Her 1%er ‘Old Man’ Is a Flash in the Pan | Feedback Friday
1208: Antisemitism | Skeptical Sunday
So if you’ve been feeling like an impostor, remember—it’s usually just a sign you’re stretching into something new. Growth is uncomfortable, but that’s what makes it growth.
Of course, the tricky part is making space for that growth. Between work, family, staying healthy, and trying to have a life, there aren’t many hours left in the day. And yet, somehow, you’re still supposed to keep learning.
Growth doesn't need extra hours — just the right companion.
That’s where tools like Headway come in. It’s built to fit growth into your actual lifestyle—not the fantasy one where you’ve got endless free time. With 15-minute audio and text insights from more than 1,800 top nonfiction books, you can pick up new ideas while commuting, walking, or winding down at night. Quick takeaways, recaps, progress tracking—it’s designed to make daily learning stick.
In other words, it helps you grow without making growth feel like another chore.
🏄♂️ Make daily growth a habit with Headway. 🎁 Use promo code JORDAN for 25% off at makeheadway.com/jordan
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