No, You CAN’T retire rich at 30 if you sell your startup

I personally find the people who are in the software startup game just for the money to often be nearly delusional about their chances of success and the likely magnitude of it when it happens. Before I get into the details for founders, let me talk about options-hungry employees. If… 

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Rethinking “F@#$ You Money”

Now that I’ve stepped down from RescueTime, I’m pondering my next thing (whether it’s a product role at a very early stage startup or spinning up my own for the 3rd time). I figure it’s a good time to be introspective and consider my motivations. Why do startups? For me,… 

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How to Ask for an Introduction

I don’t know a ton of important people. But as a founder of a venture-backed startup with some amazing investors and advisors, I do know a few. With Nivi and Naval preaching the gospel of social proof (can I get an “amen”?!) and with fundraising posts and articles espousing the… 

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Design your Blog like You’d Design a Product

When I decided to take a weekend and focus on my blog I realized one big thing: Most blogs are crappy products. And most of my favorite bloggers (the ones that espouse taking design, marketing, testing, and iteration have largely blown off the designs of their blogs To be clear,… 

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Startups with Something to Believe In

I went to an informal Seattle startup CEO dinner a while back and it was an awesome opportunity to talk candidly about the problems that early stage products face. Someone remarked to me afterwards that a lot of people in that room had already “made it” (financially speaking). That’s one… 

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