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Hey Reader, One winter morning when I was twelve, I sat at the kitchen table eating cereal, staring out the window at the largest snowflakes I'd ever seen. Every other kid in Boise was sledding. I was homeschooled, which meant no snow days. My mom spoke up: "You know, Nathan, school doesn't have to take a set amount of time. The sooner you complete your work, the sooner you can go sledding." Two hours later I was on the hill. That morning I understood something I carried with me for years. I didn't have to wait. I could move as fast as I was willing to work. A few years later I applied the same thinking to finishing all my high school requirements by 15, teaching myself web design at 16, and launching my first business at 19. But it took me longer to apply that same mindset to money. For most of my early career, I assumed financial progress worked the way everyone said it did. Work hard and wait—for a raise, a promotion, or for your boss to recognize you. Progress happened on a predetermined schedule as long as you kept your head down and played by the rules. Then I came across Jason Fried arguing that making money is a skill you can get better at over time. You wouldn't sit down at a piano for the first time and expect to play a concerto. So why would you expect to build wealth without deliberately learning how? The traditional career mindset focuses on what you can earn. The skill-based mindset focuses on what you can learn. Dan Go, a personal trainer, lived this out when his client base dropped off during an economic downturn. He could have taken on more clients and dropped his rates to compete. But instead, he recognized he needed to learn how to market himself online and build an audience. This required a whole new set of skills, so he hired a mentor to coach him—the same way he coached his own clients on fitness. Once he learned online marketing, he never struggled for clients again. The traditional career mindset tells you to work harder within the same system. The skill-based mindset tells you to figure out what skill you're missing. Once you truly believe that making money is a skill, every career decision starts to look completely different. This concept is something I go deep on in my next book, The Ladders of Wealth, which publishes in October. I’m excited to share it with you. What money-making skill have you been putting off learning? PODCASTHow To Actually Become A Successful Creator In 2026Chase Reeves has been in the creator space since the early days. He and I met over a decade ago at World Domination Summit, and he's spent years building creative work across music, design, and now content creation across YouTube and Instagram. In this episode, we get into what it takes to build a sustainable creator business in 2026. We also spend time on something a bit deeper: What happens when you find yourself becoming known for something that isn't your deepest work? That question drives a conversation about developing taste and building something that's aligned with who you are. Watch or listen to episode » VLOGBehind the Scenes: Inside the World's Biggest Creator EventI was invited to speak at the 1 Billion Followers Summit in Dubai. It was a massive event, with thousands of creators, and ton of incredible speakers, including Mr. Beast. This was my first time visiting Dubai. It reminded me of Las Vegas, but fancier. I spoke on a 360º stage, which I'd never done before, and met so many creators I've known for years online but never had the chance to meet in person. I spent time with Marie Forleo, Chris Do, and Simon Squibb, and somehow ended the trip at an invitation-only penthouse gathering with Will Smith. Watch the vlog to see how it all went. Have a great week! —Nathan |
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.
Hey Reader, Have you ever spent money on something and immediately felt guilty afterward? Will Guidara spends his money foolishly on purpose. And he thinks you should too. He once bought an entire barrel of whiskey and put it in his basement. He also put a skee-ball machine in the office. Is he going to get a monetary return on either of these things? No. But that’s kind of the point. He calls it the 95/5 rule: Manage your money and time like a maniac 95% of the time (no expense is too...
Hey Reader, Have you ever spent a whole day on something almost nobody saw? It's painful when the whole reason you worked hard was because you wanted to reach people. If you teach a workshop in person, you reach the 20 people in that room. But if you record that same workshop once, you can keep teaching for years on autopilot. This is the concept of leverage, and it's something I talk about in my upcoming book, The Ladders of Wealth (you can pre-order it now). A lot of people will look back...
Hey Reader, “But you’re a software company…” That’s what Tim Grahl said to me over dinner the night before Craft + Commerce a couple years ago. I had just walked him through everything we were about to announce from stage the next morning. Changing our name to Kit. Launching an App Store. Building recording studios for creators. The first two made sense to him. But the studios didn’t. Back in 2018, I pitched our team on physical locations for creators. I had a slide presentation and...