From no idea to an online business — here’s what I learned

I hope you had a relaxing weekend, because this week, we’re going back to school. In this email, I’ll show you the exact steps I took to go from a blog in my college dorm room to my first sale ($4.95) to a multi-million-dollar business that lets me work from anywhere in the world. Below, I’ve ...

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How to start on your bucket list this year

This was my view from Barbados a week ago. One of the things I always wanted to do was get a beach house where a bunch of my friends and I could all stay, drink, eat, and swim in the pool or jump in the ocean. In Barbados, I continued on with my life of never cooking as, every morning, ...

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Pricing strategy: How do IWT courses compete against “free”?

I LOVE reading strategy books. A lot of people think business strategy is about boring business frameworks and pedantic cost-benefit analyses. FALSE! You’ll find some of the most eye-popping drama and insane stories when you study why companies do what they do. For example, strategy gives you a front-row seat to war stories about Amazon’s Jeff Bezos, why ...

Sex or salary: which would you rather talk about?

Sex vs. salary: Which would you rather talk about?

My friend, a perpetual Manhattan bachelor, just got into a relationship with a sweet girl. So naturally, we invited them out and asked EXTREMELY uncomfortable questions, primarily for my amusement. “How’d you make the first move? No, no, slow down...literally, tell us every word. Show us your text messages too, please.” “How do you talk dirty in bed? ...

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How to get an amazing job and build your career — with Ryan Holiday

I believe you can learn from ANYONE -- even if you don’t agree with 100% of their views. Years ago, I wrote about my friend Ryan Holiday, an author, marketing strategist, and marketing Director at American Apparel. I got this nasty note: My response: A year later, I heard from this guy again: For anyone who has itched to ...

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5 unconventional truths about money

Imagine you spent years getting really good at something -- maybe weightlifting, or ice skating, or personal styling, whatever. Then you went back and read the “introductory” articles about how to succeed. You would want to grow arms like Gumby, reach through the computer screen, and strangle the writer. And that is exactly what I find myself wanting to do. ...

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