Caitlyn’s Substack
Caitlyn WatsonMy personal Substack
| Platform |  | Pricing | Only free issues | Publishes | Infrequently |
|---|---|---|---|---|---|
| Issues | 7 | Founded | a year ago | Last Issue | 2 months ago |
| Active | |||||
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caitlynwatson.substack.comLatest Issues
After The Win
We just shot for Mecca.
Which, objectively,
is a big deal.
The kind of job you imagine earlier on.
The kind you point to and say
“that’s where we’re going.”
So we got there.
Now what?
I thought it would feel different....
Sometimes I feel like giving up.
Running a business is hard.
It challenges your friendships.
Your relationships.
It tests your identity.
It makes you wonder how much of your personality is actually yours -
And how much is just residue of your job.
We have one r...
In. The. Thick. Of. It.
I’m about to hire a second staff member from New York. A Creative Director. Which still feels like a fake job title someone made up to scare founders. I’m signing my own lease. Speaking to investors. Putting a significant chunk of my life s...
Free opinion: I think we turned our lives into content and called it connection.
Your life is my background noise.
Your heartbreak fills the silence.
Your milestones play while I wash dishes.
We don’t just consume content anymore -
we consume each other.
We’re our own reality shows.
Engagement announceme...
Authenticity has left the chat
Once, being real was easy.
You just were.
Coke was Coke.
Levi’s were Levi’s.
Nike said just do it - and did.
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