The world cannot live on 140 characters alone.

You shouldn't restrict peoples' freedom on what they can and cannot do with code.

You really have to love every single bit of what you do. The moment that you do something that makes you feel queasy to your stomach, the company dies.

Ultimately, Captchas are useless for spam because they're designed to tell you if someone is 'human' or not, but not whether something is spam or not.

Thanks to our friends at the dot-ME Registry, WordPress is able to offer one of the shortest and most effective URLs available today.

Everybody jokes about that old story about the world only needing five computers, but when you think about it, that's where we're heading.

The biggest mistake we made at WordPress.com in term of infrastructure was buying servers.

I used to always prefer to text, and in fact got indignant when people called. This was totally irrational.

Red notification bubbles on any icon, including mail, drive me crazy.

When I travel, which is most of the year, I live in TripIt.

The Google Voice service is a lifesaver for me. My actual phone number changes a lot, so having a canonical Google Voice number that doesn't change - it's actually my same number from high school - is indispensable.

The promise of the early web was that everyone could have a website but there was something missing. Maybe the technology wasn't ready.

I'm pretty cheap, to be honest.

You don't need to know someone personally to be able to discern whether their work is high quality or not. The idea of a meritocracy is that it's what they do, not who they are.

Ubuntu is doing amazing things, and I think it's going to change the face of the desktop.

With Akismet, there was an interesting dilemma. Is it for the good of the world Akismet being secret and being more effective against spammers, versus it being open and less effective?

I really enjoy computer networking.

I'm pretty rough on my laptops. I go through about two a year.

The mobile world is very closed and proprietary just by definition.

Basically, if you believe in Moore's Law, and you believe that hosting is going to become more and more commoditized over time, not being a host is a good idea.

When there's no one you can point to, or when something goes wrong, it's your fault - that level of responsibility and accountability is pretty interesting.

People might start with LiveJournal or Blogger, but if they get serious, they'll graduate to WordPress. We try to cater to the more powerful users.

The idea of having no responsibilities except general edification seems like such a luxury now. When I had it, all I wanted to do was hack around on the Web. Now the vast majority of my hours are hacking around on the Web.

Much of the lifeblood of blogs is search engines - more than half the traffic for most blogs.