How to Profit from Your Mistakes

We all make mistakes. The goal is to learn not only from our own mistakes, but the mistakes of those who came before us. Ray Dalio is one of the greatest investors of our time. His net worth (depending on market fluctuations) is about $16B. This puts him on the list...

How to Know When Your Startup is About to Implode

A common question I get from entrepreneurs is, “How do I know when my startup is about to implode?” It’s an important question and one that needs to be asked often. The answer is not a simple one as it depends on several factors. You may have read about the 40% Rule....

How Entrepreneurs Can Avoid Million Dollar Legal Mistakes

When joining or building a company, it is imperative that you understand the laws around equity. As an employee, not understanding how stock options work may leave you with expensive tax bills for worthless stock. As a founder, doling out equity too liberally will leave you with a sliver of the company by the time you exit through an IPO or acquisition.

Lessons from Zulily: Fans not Flashers

I like to refer to people who are attracted to flash sales as flashers. They want to get in, get a thrill, and get out. As an entrepreneur building a company, you don’t want flashers, you want fans.

3 Rules for Pitching Investors

It’s critical to focus on raising capital from people you actually want to learn from. It’s never about the money. It’s always about the advice.