Conversations about technology, culture, and the future.
Cities & Civic Tech
Urban planning, transit, smart cities, open data, and civic technology
- The Internet's Next Business Model: A Conversation with Cloudflare's Matthew PrinceSep 24, 2025
A conversation with Cloudflare CEO Matthew Prince about the shift from search engines to answer engines, the future of content monetization in an AI world, and why original human creativity may be more valuable than ever.
- Being in MotionFeb 27, 2023
I find myself today flying across the Upper Peninsula of Michigan, en route to Denver for ETH Denver followed by LA for the Upfront Summit. I often end up writing blog posts on planes — partially because of the large block of unscheduled time, but I think it’s more than that. I think there is… Con...
- Beautiful Permanence & Messy ChangeFeb 8, 2023
I am traveling home today from Switzerland, having been there for a week for a few board meetings (and also some amazing skiing in between, notching a life goal I’ve had since I was a teenager). Every time I travel to Europe I end up fixated on the fact that the physical infrastructure there is… Con...
- Simple SystemsMar 9, 2020
I think a lot about systems — for personal organization, for business automation, for urban information, for financial infrastructure, for the internet, etc. On a big macro level, I have always been fascinated by the way that many forces, people and ideas come together to make things. And on a micro...
- WaterJan 29, 2020
I am in the Netherlands this week, catching up the Leap engineering team which is based here in Utrecht, and attending an IoT conference that Helium will be at in Amsterdam. I have always loved it here, primarily because of the close relationship to the water. The Dutch have for centuries harnessed ...
- Broadening AccessJan 15, 2020
I spent the morning today at MTA headquarters, judging the “Accessibility” category of the NYC Transit Tech Lab competition, organized by the Partnership for NYC. Here is the view from the 20th floor of MTA HQ at Bowling Green: Ostensibly, the theme of the day was accessibility in the sense of thing...
- CoinAlts Chicago: Fireside Chat w Sam McIngvale of Coinbase CustodyOct 18, 2019
A few weeks ago at the CoinAlts conference in Chicago, I did a fireside chat with Sam McIngvale, CEO of Coinbase Custody. CoinAlts is a conference focused mostly on the institutional infrastructure around crypto assets — legal, accounting, custody, etc. So we started out talking about the evolving...
- Blockstack Hong Kong: From Agile to ImmutableJan 20, 2019
I gave this talk at the Blockstack Decentralizing the World Tour in Hong Kong earlier this month: Continue reading
- The Octopus CardJan 8, 2019
I am in Hong Kong this week for Blockstack‘s Decentralizing the World Tour (more on that in a forthcoming post). I arrived yesterday and have been exploring the city a bit. The first observation is how awful the air quality is. Holy cow. This report from Plume Labs (snapshot from the time when I...
- The adjacent possibleOct 1, 2018
Dani and I have been spending a bunch of time recently thinking about the relationship between applications and infrastructure. It’s a little bit of a chicken and egg situation. You need infrastructure to build apps, but often times you don’t really know what kind of infrastructure is needed until...
- The Myth of The Infrastructure PhaseOct 1, 2018
Dani and I wrote this post together. Continue reading
- LayersAug 13, 2018
A central concept on the internet is Layering. Each of the protocols in the internet stack talks to the layer directly above and below it — new protocols can be added as long as they speak the language of their layer. Protocols at one layer can be upgraded so long as they don’t break compatibility...
- Trust and fairnessJun 20, 2018
I was at an event last night, where the moderator, Preeti Varathan from QZ observed that there seemed to be a lot of cynicism in the blockchain / crypto space — in other words, that the whole thing was essentially premised on a distrust of existing systems (fiat currencies, large internet companies,...
- A bigger containerMar 16, 2018
An idea I like from Zen Buddhism is becoming a Bigger Container. My understanding of the idea is this: There are a lot of difficult/bad/sad/scary things going on in the world, ranging from serious global issues, war, famine, terrorism, etc; to things in your city like homelessness or joblessnes; to...
- You need a budgetJan 14, 2018
I’ve written for a long time about my desire to re-build personal finance infrastructure in ways that benefit people with the least money. We see new personal financial products all the time targeting high value customers, but it still feels like they are ignoring a huge, and important part of the ...
- On the blockchain: platform first or app first?Aug 24, 2017
I was emailing with a friend recently, who asked: “On the web, in order to build a platform you first need a hit app. Do you think this dynamic is different in blockchain?” It’s a great question, and one I have been thinking about a lot lately. First, let’s unpack the idea that the way… Continue re...
- Who should police content on the Internet?Aug 17, 2017
The beauty, and the danger, of the internet is that it’s open to everyone. Anyone can put up a website, about pretty much anything. This “open platform” is an amazing thing, and means that innovation can come from all corners, without barriers or gatekeepers. It also introduces new challenges for...
- Learning by doingAug 4, 2017
I had lunch yesterday with someone who has been investing in the crypto / token space recently — having pooled together a small “fund” from friends and family. It’s a short-term vehicle (like, 6 months), and a large part of the goal is simply to become hands-on familiar / capable investing in token...
- The Next Web Amsterdam: Purpose, Mission & StrategyJun 7, 2017
Last month, I went to the (most beautiful city in the world) Amsterdam, to speak at The Next Web Conference. I did two talks, one at a sub-event focused on tech & social issues, on the topic of Data & Power, which I will post when it comes online, and a main stage talk on… Continue reading
- Aligning purpose and strategy: Cloudflare goes nuclear on patent trollMay 26, 2017
Last week, I was in Amsterdam at the Next Web conference, giving a talk about “Purpose, Mission and Strategy” — how companies can strengthen the connection between these to align efforts and make tough calls more easily (will post video when it comes online). From that talk: The idea here being tha...