What’s one thing you’re most proud of?

Every month, I co-host an entrepreneur dinner in NYC with Michael Fishman, and when we go around the table introducing each other, Michael and I always ask people to brag about themselves. It’s funny -- people LOVE bragging about themselves, but it’s not socially acceptable. So when you make it socially acceptable, you discover the most amazing things ...

Who do you know that consistently makes the worst financial decisions?

I was reading this Reddit thread and someone asked this terrific question: “Who is the person you know that consistently makes the worst financial decisions? What have they done?” One of the responses was: My good friend, lets call him A, makes about 70k per year but is always broke. He is the first to pick up tabs at restaurants, ...

Inside test results from IWT “Labs”

What do you guys do for fun? Go out to bars? See a movie? What about run carefully designed, iterative multi-variate tests to study human behavior? What? Is that weird? Check out this test data from I Will Teach You To Be Rich Labs, where we’re running dozens of tactical and theoretical tests at any given time. I wanted ...

When should you talk about finances in a relationship?

Would you dump your girlfriend if you found out she had $80,000 in debt? What if it was student-loan debt? That’s what happened to this guy. Or...what if you found out it was credit-card debt? How does that change things? My guy friends and I talked about this. Most of them agreed -- finding out someone we’...

My Free Insider's Kit will show you how to earn more money

How I traveled for 3 weeks and made passive income

A few months ago, I took a 3-week vacation to SE Asia for 3 weeks -- all over Vietnam, Cambodia, and Thailand. Nobody on this site knew I was gone. Yet while I was abroad, I earned tens and tens of thousands of dollars while completely off the grid. Taking a break from eating before eating again WTF I always ...