Don’t reject yourself


Hey Reader,

Two of my best sales conversations this year almost didn't happen because I talked myself out of starting them.

Emma Grede, who cofounded Skims with the Kardashians and built Good American, has a podcast that's exploding. But her husband is also an investor in one of our biggest competitors. So I wrote her off. I assumed the investment meant she'd never move to Kit, so I never reached out.

Then Samir, from Colin and Samir, texted me out of the blue. His team wanted to move their email list to Kit. He's also an investor in another competing platform and runs his newsletter there. And I assumed the same thing about him—that it probably wasn't worth asking.

Both of those assumptions were wrong.

When I was in Dubai earlier this year (watch the vlog), I ended up in the same room as both of them. We had conversations that wouldn't have happened over email, and both relationships moved forward quickly.

Emma's team is now using Kit to promote the launch of her new book, Start With Yourself, which just released today.

And Samir's team has migrated their list.

I nearly missed both of them by rejecting myself on their behalf.

There's a version of rejection that comes from other people, and there's a version that comes from yourself before you give anyone else the chance. Watch out for the second one. It’s easy to think that they’re probably happy where they are or, because they invest in a competitor, it’s not worth reaching out.

But you don't actually know any of that. And you shouldn't make that decision for them.

A few things I'm carrying forward from this:

  • Being in person matters so much
  • Never write off a potential lead (even if they invest in a competitor)
  • Don't reject yourself (give people the opportunity to at least say no)

Another thing to keep in mind is, even if you’ve asked and gotten a no in the past, that's not a no forever. If someone said no two years ago, ask again. Things change and they might say yes now.

The next time you talk yourself out of reaching out, ask whether you actually got a no or if you just assumed one. If you assumed, let them decide. That's their job.


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PODCAST

The Exact Systems Behind a $1m YouTube Channel

Tintin Smith spent two years as Ali Abdaal's head of YouTube, helping grow the channel from 3 to 6 million subscribers and $5 million in annual revenue.

Now he helps educational YouTubers turn their audiences into businesses.

In this YouTube business masterclass, we break down exactly how to monetize a YouTube channel.

We cover:

  • How you can hit $1M with just 1,000 subscribers
  • The exact system you should use
  • Who to hire and how much it costs

Watch or listen to episode »

CONFERENCE

Craft + Commerce 2026 will sell out soon

Every June, several hundred creators come to Boise for Craft + Commerce, Kit's annual conference for creators. I started it because I wanted a place where serious creators could be around other people who are building the same kinds of things they are.

Every meaningful connection I've made in this industry has come from showing up in person. That's why we host this conference. The people you meet here are the ones you'll still be talking to years from now.

We've already sold most of our tickets and the conference is two months out. If you're thinking about coming, get your ticket today. This one will sell out.

Get your ticket »

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VIDEO

45 Days with MrBeast

Jon Youshaei shared a fascinating documentary going behind the scenes of what it's like to hang out with Mr Beast.

I haven't finished all of it, but it's really interesting to see how Jimmy spends his time.

Watch video »

—Nathan

P.S.

If you're planning to come to Craft + Commerce, let me know!

Nathan Barry

I'm a designer who turned into a writer who turned into a startup CEO. My mission is to help creators earn a living. Subscribe for essays on building an audience and earning a living as a creator.

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