Technology is best when it brings people together.
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.
The biggest motivation is not the money but the impact.
A common quality I see of people who are successful is that they are voracious readers.
Simplicity not simplistic.
Technology is closing the gap between what one can imagine and what one can do and as a result the equality of opportunity is unmatched in human history.
If you're not embarrassed when you ship your first version, you waited too long.
I don't have big ideas. I sometimes have small ideas, which seem to work out.
Usage is like oxygen for ideas. You can never fully anticipate how an audience is going to react to something you've created until it's out there.
Do what you love and don't focus on money - life's too short.
You can learn practically anything you want in the world online.
I believe that software, and in fact entire companies, should be run in a way that assumes that the sum of the talent of people outside your walls is greater than the sum of the few you have inside. None of us are as smart as all of us.
If you're building a startup or any sort of organization, take a few moments to reflect on the qualities that the people you most enjoy working with embody and the user experience of new people joining your organization, from the offer letter to their first day.
One thing about open source is that even the failures contribute to the next thing that comes up. Unlike a company that could spend a million dollars in two years and fail and there's nothing really to show for it, if you spend a million dollars on open source, you probably have something amazing that other people can build on.
Usage is like oxygen for ideas.
Historically, WordPress has been purely focused on the writing side. However, were thinking about mobile completely differently, and I think theres a big opportunity to take the community of creators that loves WordPress and deliver an audience to the amazing things theyre making.
One of my favorite programs that we didn't make is Rescue Time. It runs in the corner of my computer and tracks how much time I spend on different things. I realized that even though I was doing e-mail only a couple of minutes at a time, it was adding up to a couple of hours a day. So I'm trying to reduce that.
Get the 1.0 out as soon as possible...even if it sucks.
Akismet started on a $70 dollar-a-month server. Anyone can scrape together $70.
My own personal dream is that the majority of the web runs on open source software.
If you make the Internet, live on the internet.
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 drive a Prius and drink $10k bottles of wine. The wine isnt on Instagram. The Prius is.
The biggest challenge for open source is that as it enters the consumer market, as projects like WordPress and Firefox have done, you have to create a user experience that is on par or better than the proprietary alternatives.
I do my best stuff midmorning and superlate at night, from 1 to 5 in the morning. Some people don't need sleep. I actually do need sleep. I just sleep all the time. I'll catch naps in the afternoon, or I'll take a 20-minute snooze in the office - just all the time. Our business is 24 hours. Our guys in Europe come online at midnight.
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