Hey Reader,

If you're raising kids right now, you know the world they're growing up in looks nothing like the one we did.

The traditional school system was built to prepare kids to be good employees. Show up on time, follow instructions, do the work assigned to you. That made sense when companies needed people to execute tasks.

But now, access to AI is like having access to employees. Your kids can prompt an AI to write code, design graphics, analyze data, or solve problems. They don't need to be good at execution anymore. They need to know what's worth building and why.

Being a good employee meant following directions. But that's not going to be valuable anymore. What will be valuable is knowing what directions to give—that's thinking like an entrepreneur.

We need to teach our kids that mindset.

A few months ago, I showed my 13-year-old son Oliver the basics of Cursor. I said, "Here's what you can do with it. When you get stuck, ask the AI. It knows more than I do." I came back an hour later and he had built a game where you mine resources, level up, and build buildings. He prompted his way through the entire thing.

Here's what I'm learning about how to prepare them:
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1. Teach curiosity, not certainty

Don't rush to have all the answers. Model the art of asking better questions. Show your kids how to explore, experiment, and learn from the tools themselves. "Let's see what happens if we ask the AI this way."

When the world is changing this fast, curiosity will take them further than knowing the right answers.
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2. Position AI as their co-pilot

AI can help them learn faster, but only if they're actually learning. Use it to understand things better, not to avoid understanding them at all.

When they know how to guide the tools instead of just letting the tools do everything, they'll stay ahead.
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3. Go with their energy when they show interest

When your kid says they want to do something and you start to say, "not now," pause. Catching that early momentum is more valuable than waiting for the perfect time.

Many kids have entrepreneurial tendencies but aren't encouraged when they're excited. If you see them enjoying something or expressing interest, support it immediately.
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4. Model the behavior you want to see

Let your kids see you working on projects. Explain what you're doing in simple terms.

When my son saw me working on an Airbnb spreadsheet and asked what it was, that conversation led to him wanting to make his own spreadsheet and eventually wanting to start a coffee shop. Make your work visible and approachable.
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5. Prioritize connection over content

Our kids are growing up in a flood of generated media. The rare skill will be knowing how to build trust and community.

Relationships, friendships, and networks are going to be some of the most valuable things they can build. They're one of the few things AI won't disrupt. Encourage projects where they can collaborate, share, and give feedback.
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6. Reward creating over scrolling

Help them choose making things over consuming things.

Build something—stories, code, videos, even jokes. That's how they'll learn to think on their own and stay connected to their ideas.
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7. Give opportunities instead of allowances

Rather than hand them money, give them chances to earn it. Pay them generously for work around the house. When they ask for something expensive, say, "You can!" and help them figure out how. This puts control in their hands and teaches them to think in terms of generating money, not just receiving it.

Pick one of these to try this week. You don't need to do everything at once. Just start somewhere.

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PODCAST

How To Build a Million Dollar Business From Your Audience

Eric Rhodes went from professional DJ to viral sensation, building an audience of over 3 million with mashups and nostalgia-driven content. But even with $650k in event income, he wasn’t sure how to scale beyond it.

In this coaching episode, we map out a strategy to grow his revenue to $2 million—without sacrificing his time or family life.

We cover:

• Validating your product ideas
• How to actually monetize your audience
• Where creators leave money on the table

​Watch or listen to episode »​

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KIT FEATURE

Embed Calendly links in emails and automate workflows when meetings are booked

Kit's new Calendly app lets you embed live availability blocks in your emails. Automate your marketing flows and make scheduling easier by turning every booking interaction into actionable data.

• Real-time scheduling in emails: Access all your Calendly links directly from the email editor with live availability that updates automatically
• Booking-triggered automations: New event node in Visual Automations that triggers when subscribers book, reschedule, or miss calls
• Subscriber booking insights: Track booking frequency, last call date, and engagement patterns for smarter personalization

​Learn more about the Calendly app »​

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EVENT

Come see me and Ryan Holiday, live in Austin

Ryan Holiday and I are having an in-person conversation this Thursday, November 13th, and you're invited.

You might know Ryan for his bestelling books on stoicism. But I want to go behind the scenes with him on the businesses he's built.

After the show, stick around for a 7:30pm happy hour where you can meet and connect with other Austin creators. Your ticket also includes a free copy of Ryan's newest bestselling book, Right Thing, Right Now.

It's going to be a great time. I hope to see you there if you're in the area!

​Get your ticket »​

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Have a great week!

—Nathan

P.S.

What other cities would you like to see us bring more of these events to? A mashup of coaching, live podcast recording, + creator meetup.