As an entrepreneur making decisions for your company, always go back to your first principles of what's important to you and why you started in the first place.

If you make the Internet, live on the internet.

Simperium seems like a genuine utility for our own apps, and for other people as a service. And Simplenote, as a product, I love, and it's just darn handy.

130 of Automattic's 150 employees work outside of our San Francisco headquarters. Why are so many companies stuck in this factory model of working?

I am an optimist, and I believe that people are inherently good and that if you give everyone a voice and freedom of expression, the truth and the good will outweigh the bad. So, on the whole, I think the power that online distribution confers is a positive thing for society. Online we can act as a fifth estate.

I don't have big ideas. I sometimes have small ideas, which seem to work out.

Twitter is the ultimate service for the mobile age. Its simplification and constraint of the publishing medium to 140 characters is perfectly complementary to a mobile experience. People still need longer stuff, but they see the headline on Twitter or Facebook.