
Casey Lewis
6
APPEARANCES
6
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Oct 27, 2026
Sex and the City S3E3: “Attack of the Five Foot Ten Woman” with Casey Lewis
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Evan LazarusHOST
We often theorize about it, but I'm curious to know as someone who's studying the matter so strongly.

Casey LewisGUEST
Before my husband and I did a rewatch of Sex and the City, we did Girls and it was his first time for that too.

Casey LewisGUEST
But I think that Gen Z tends to gravitate towards things that feel very human and real because they're just so tired of like the polished content.

Casey LewisGUEST
And I think that it's interesting because Girls kind of had a resurgence even before AI took over the feeds.
21 MINS LATER

Amelia RitthalerHOST
other a lot in a lot of ways, but not in ways that maybe lend themselves to sex.
Casey Lewis: Creator of After School
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Hillary KerrHOST
What percentage of your income is newsletter versus, like, all of your additional consulting work and speaking engagements and all of that?

Casey LewisGUEST
So to even zoom back to the newsletter, it's probably a third subscriber, a third paid partnerships in the newsletter, which I don't do a ton of, and then speaking is probably a third as well.

Casey LewisGUEST
Like, this one I did this week was, "You, big company, have been studying Gen Z for years.

Casey LewisGUEST
Here's what is happening right now, here's what's next, and here's what you should be thinking about Gen Alpha." A lot of it references back to the newsletter.

Hillary KerrHOST
The first one is about mistakes, because we all make them over the course of our career, and we don't always talk about them, but I think it's really important for women to hear stories of failure or mistake and then resiliency that comes with it, and to say, like, "You can make a giant mistake and still come back from it." So can you tell me about a mistake that you've made at any point in your career, and what you've learned from it?
Content, Communities and the Future of Publishing
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22:17Ben DietzMODERATOR
I mean, stands to reason.

Casey LewisGUEST
Um, but no, I, I think that we're seeing a lot of movement of, of brands thinking that they should engage with Substack in one way or another, and I think that a lot of these agencies are hearing from their clients.

Casey LewisGUEST
You know, there, there's just a lot of interest in Substack, and I think there is, um, the understanding of what the what is is a, a little murky sometimes.

Casey LewisGUEST
Um, uh, with American Eagle, their agency of shadow, they're amazing to work with, and it was very clear that the entire team a- as well as their agency understood the Substack ecosystem.

Casey LewisGUEST
But they also were approaching it very much as a, this is a platform that we should experiment with versus a...

Casey LewisGUEST
A lot of times when a brand is launching on a new platform, you really have to have the, like, six month to [laughs] year-long, like, investment, or you can think of it as an exper- experiment.
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28:08Ben DietzMODERATOR
You do talk about Gap a lot.
Youth Trends, Creator Economy & Culture with Top Marketing Voices | The Breaking & Entering Show | The B&E Show
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Jack WesterkampHOST
But for you, Casey, since you're in it every day, how do you balance this idea of, like, keeping track of the trends and like what are those trends while also like noting the iterations that happen and not letting those small iterations or small moments define an entire trend.

Casey LewisGUEST
This is a perfectly timed question because I'm working on the newsletter right now.

Casey LewisGUEST
And I saw that Harper's Bazaar published a story that was about the romanticizing one's nine to five TikTok trend, which, you know, this is something that's been evolving for a while.

Casey LewisGUEST
But I looked up and actually in 2022, New York Times had written about the romanticizing one's office life trend.

Casey LewisGUEST
And so I'm looking at these articles like, is there anything new here? Are there any new takeaways that we can possibly take? It's just hard to understand, but a lot of times with culture reporting and these trends sort of coming back with a very small change or like, I want to know how have we advanced a little bit or is this simply a publication sort of trotting, you know, the same trend that was covered, you know, three years ago, four years ago, five years ago.

Casey LewisGUEST
So I think, you know, with research, it's like constantly digging a little bit deeper to say, is there anything truly new here? And a lot of times, like New York Times, Wall Street Journal, they'll cover these trends like what we would feel is a little late, but the reporting is so good.
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Jack WesterkampHOST
You're reporting that and your thoughts and takeaways from all that went on with the 13-year-old skincare CEO.
Why Gen Z Loves 2016 Nostalgia - The Story
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Casey LewisGUEST
So will they think that being able to be unplugged equals luxury? Uh, not at first, I don't think.

Casey LewisGUEST
But for Gen Z and also Millennials, the 2026 ins and outs TikToks that I watched, being offline was a huge in, brain rot, a huge out.

Casey LewisGUEST
All of these words around, like, being super online and, you know, knowing these sort of, like, week-to-week, day-to-day trends isn't cool anymore.

Casey LewisGUEST
It's much better, a- according to the ins and outs, to be unplugged, to read books, to limit your screen time in the morning.
ICYMI | How “Millennial Cringe” Became “Millennial Optimism”
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Casey LewisGUEST
But in terms of optimism, I mean, I only speak for my own experience and for those, you know, some of my friends.
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