Essay


How Do You Measure Leadership?

It’s tempting to measure leaders simply by the success of their businesses. But even the most successful founders know how much timing and luck can be confounding factors in this approach. Measuring leadership through bottom-line company performance also fails to provide any clues as to how someone can improve as a leader. So is there a better way?

How to Use Both Your Wits in a Startup

Startup culture places immense value in our logical thought process. I do too. But without incorporating both sides of your brain in your decision-making (slow logic and fast intuition), you risk being swept down the river when the dam of startup stress bursts.

VR

Over the past couple of years we’ve seen a number of VR companies apply to YC but because of the lack user base it was hard for them to build software. I think we are no more than two years away from an explosion of new consumer startups and I cannot wait to start funding them at YC.

Notes for the New Year

I made some notes before my brother Jack interviewed me for How to Build the Future, where I mostly talked about how ambitious young people should think about their careers. I thought I’d clean those up to share for the New Year. Here they are.

Smartphone Messaging Outside the US: Who’s Winning?

While Western Hemisphere companies like Facebook and Google are utilizing accelerated growth strategies, Asian competitors seem to have figured out how to monetize and yet still grow fast. Here is a breakdown how these two strategies actually play out in the messaging world.

The Second Job of a Startup CEO

What’s the Second Job of a Startup CEO?

When startup CEOs start to scale their companies, they need to redefine themselves and their roles or risk stunting the potential of their startups.

Why VCs sometimes push companies to burn too fast

Despite praising frugality, VCs sometimes push companies to spend more money, faster. Sometimes this leads to faster growth. More often it leads to empty bank accounts.

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