It started in Japan. In the first days of October 2010, I was in Tokyo fostering Twitter’s international relations. This time, my wife, Livia, had come with me so we could visit Kyoto when my work was done. I just needed to do three days of work — speaking at…

When I returned to Twitter in 2017 I sent out messages like this one about my thoughts on the DNA, future, and decentralization of Twitter. Note: This was before I crafted Twitter’s Purpose. …

When I was a kid, my mom signed me up for a program called Boy Rangers of America. It was not Boy Scouts. The program was themed, not unproblematically, after Native American tribes. I was chosen by my peers to be chief of the Blackfoot tribe. Over four years we…

When I was a little boy, I was afraid of the dark. I signed up for the classic childhood anxiety that there were monsters under my bed and in my closet. For a while I had an agreement with the monsters. I would lay in my bed and tell them…

An early experience in making my own rules came when I entered high school. In the first weeks of my freshman year, I tried to do everything right. I did what I was told to do — and this included my homework. After lacrosse practice and my after-school job at…

During the time I had returned to Twitter (2017–2021), at some point I was asked to write a Tweet-length (then, still 140 characters or less) bit of wisdom at the top of an essential weekly email update sent to the whole company. I did it for just shy of a…

In Steven Johnson’s book Where Good Ideas Come From, he writes about how good ideas assemble themselves from spare parts we have lying around. To illustrate, he tells a story set in the Indonesian city of Meulaboh. After the 2004 Indian Ocean tsunami, the hospital in Meulaboh was given eight…

The year was 2008, about one year after officially founding Twitter. It was a Monday. I woke up in our little place in Berkeley and, for some strange reason, decided to wear a pressed white dress shirt for the day. I never wear a shirt like that because I always…

Jason Goldman read my last piece about my return to Twitter in 2017 and highlighted the phrase, “the how of which is its own story” with the commentary of “tantalizing!” so I thought I’d go ahead and tell that story here. In May of 2017 Ben Finkel and I decided…