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Joyful worlds

I grew up wanting to be a writer. Not a coder, and certainly not a businessman. My high school yearbook says I'm most likely to be a journalist. But what I really always wanted to be was someone who creates worlds every day.

In some ways, that's been my approach to my technology work, too: I want to help bring future worlds to life. There's an infinity of paths we could all follow from right now; perhaps, with a little nudge, I can be a small part of finding one that's a little more kind, and a little more connected.

But quietly, I've found my way back to writing. I don't presume that any of it is publishable, but that isn't the point. It feels healthy, like exercising a muscle that's rarely used. Call it a hobby for now: a way to work on something uncommercial that uses another part of my brain to produce something that I may never choose to share with another human. Many of my friends are artists, and I'm constantly awe-struck by what they're able to make. I don't think I qualify to be one of them, but the point isn't to compare. It's just to make, and craft the best thing I can, that is as close to my truth as possible.

Working in the technology industry, and living in one of the most expensive places on the planet, naturally leads to a kind of imbalance. There are a lot of people who are obsessed with wealth, even if they don't have a name for it, which leads to a toxic climate of status symbols and importance signaling. "People don't move here because they want work / life balance," someone once told me.

I'm not energized by participating in any of that. I do love working with technology, but I'm not anxious to become "successful". I'd rather live decently but give myself space to follow my joy. This is one small way I can.

One concrete thing following my joy has brought me: I've found my way into real life communities (like Gallifrey One, the world's largest Doctor Who convention, which was life-changing in ways I could not have expected), and online communities that are a hundred times friendlier and more welcome than the social networks. Gatherings of people who are there just because they love something are pure in a way that tech events can never be (at least while there's so much money sloshing around); walking into a real-life space full of this kind of energy for the first time was beautiful. I'll never have that experience in a church, but I imagine that's what it must feel like.

In a broader way, I've realized this is what I've been craving: deep connections forged over a love of shared values, or certain shared experiences that define us - and which have explicitly not been forged over industry. And part of that is solitary. I'm allowing myself to explore the parts of my myself I let sit dormant, or worse, was quietly ashamed of, because I assumed they didn't have any value. That's no way to live. Nor is chasing wealth. In fact, I'd go so far as to say that the only way to live is to tend to the things, the people, and the ideas that you really love.


Here's what I read in February


Kindred, by Octavia E Butler. A lightning bolt of a book; a grim fantasy with a vital, beating heart at its center, that cuts to the core of all of our history. At once horrifying and required reading. I'm looking forward to reading more of her work.

Becoming, by Michelle Obama. Remarkable for its openness, although it occasionally paints a glossed-over picture of Obama’s Presidency. The contrast between her integrity, empathy and inclusion and the cruelty of the Trumps brought me to tears.

Little Wonder, by Kat Gardiner. A fictionalized, lyrical account of opening and then closing a music venue and cafe in the Pacific Northwest. Almost a poem to failure; bittersweet, evocative writing, rich with human detail.

Emergent Strategy, by adrienne maree brown. A playbook and an attitudebook for people who want to help shape the future. Fiction, poetry and emotional connectedness are deftly drawn on to help us form better organizations and better selves. I've returned to it and quoted from it a few times even in the few weeks since finishing it.

Binti, by Nnedi Okorafor. Effortlessly inventive and cleverly humanist, a masterful science fiction novella about belonging and understanding that I expect to reread. I can’t wait to read the other two in the series.

Dear America: Notes of an Undocumented Citizen, by Jose Antonio Vargas. His state of unmoored helplessness at the hands of a decision he had no part in, and America’s cruel xenophobia, is profoundly sad. Mandatory, heartbreaking reading.

Notable Articles

How Gab Has Raised Millions Thanks to This Crowdfunding Company. How StartEngine has allowed the white supremacist social network to survive through crowdfunding.

Finding Lena, the Patron Saint of JPEGs. A fascinating story about Lena, whose Playboy photo problematically became central to the creation of the JPEG. Even when I was studying Computer Science, her photo was still being used.

How Daar-na takes a culturally sensitive approach to psychosis. "Immigrants have higher rates of psychosis. A Dutch care facility believes culture should be part of treatment."

This Is Your Brain Off Facebook. I rejoined Facebook this month. I'm not certain it was a good idea; I can feel the cognitive effects, and I'm not sure they outweigh the benefits of feeling like I'm connected to people I otherwise wouldn't hear from.

Why this 19-year-old BuzzFeed quizmaker will no longer work for free. The person in charge of writing quizzes at BuzzFeed was laid off - in part because volunteers wrote most of the successful ones. This particular user is done providing free labor.

Let Children Get Bored Again. "Boredom teaches us that life isn’t a parade of amusements. More important, it spawns creativity and self-sufficiency." None of us should over-schedule ourselves - but in particular, we shouldn't do it to children.

On Hertzfeldt's Rejected. In turn, on art's subjugation to commerce.

The New Rules of Being a Millennial. Indescribable, but hilarious.

Liberals and Conservatives React in Wildly Different Ways to Repulsive Pictures. "To a surprising degree, our political beliefs may derive from a specific aspect of our biological makeup: our propensity to feel physical revulsion."

Scorched Earth. On journalism: "Advertising in its current forms is burning out — perhaps even for the lucky ones who still have it. Paywalls will not work for more than a few — and their builders often do not account for the real motives of people who pay and who don’t. There is not enough philanthropy from the rich — or charity from the rest of us — to pay for what is needed. Government support — whether financial or regulatory — is a dangerous folly."

More border surveillance tech could be worse for human rights than a wall. I'm deeply worried about this.

Heavy Metal Confronts Its Nazi Problem. A fascinating portrait of a scene that's tolerated fascist bands for a long time, and is now coming to terms with its problem.

What I learnt on a men-only retreat. British repression plus masculine repression doesn't equal a recipe for tenderness and sensitivity, but this is a poignant exploration.

‘Sustained and ongoing’ disinformation assault targets Dem presidential candidates. My friend Brett Horvath, co-founder of, worked on this reporting. We all need to be aware of it.

The Latest Diet Trend Is Not Dieting. "Intuitive eating, on the other hand, is a theory that posits the opposite: Calorie counting, carb avoiding, and waistline measuring are not only making people emotionally miserable, but contributing to many of the health problems previously attributed to simple overeating."

Green New Deal is feasible and affordable. Yes and: I believe it deserves our support.

The Trauma Floor. The secret lives of Facebook moderators in America.

The deadly truth about a world built for men – from stab vests to car crashes. Crash-test dummies based on the ‘average’ male are just one example of design that forgets about women – and puts lives at risk.

How Google, Microsoft, and Big Tech Are Automating the Climate Crisis. We all have a responsibility when it comes to climate change; business isn't all just business.

Poll: How does the public think journalism happens? 60% of people think journalists are paid by their sources!

Barbara Hammer’s Exit Interview. "The pioneering filmmaker talks about her career, her quest to die with dignity, and why being a lesbian is so much fun." Tender, sad, beautiful.

Everyone Around You is Grieving. Go Easy. "Everyone is grieving and worried and fearful, and yet none of them wear the signs, none of them have labels, and none of them come with written warnings reading, I’M STRUGGLING. GO EASY."

Limiting Your Digital Footprints in a Surveillance State. "In China, evading the watchful eyes of the government sometimes feels like an exercise in futility. The place is wired with about 200 million surveillance cameras, Beijing controls the telecom companies, and every internet company has to hand over data when the police want it. They also know where journalists live because we register our address with police. In Shanghai, the police regularly come to my apartment; once they demanded to come inside." Arguably information that isn't just useful in China.


Here's what I read in January.


What do I pay to subscribe to?

Hunter Walk has a fun post about indie software he pays for. I'd like to broaden my definition to include indie content, too.

Here's my list. I'd love to see yours!

Indie software

Ulysses: A simple, markdown-based text editor that allows you to organize written content into groups. I also have a paid copy of Scrivener, but I find it heavy-handed for shorter work. Ulysses provides a much more beautiful writing environment. And I have IA Writer. Maybe one day I should choose.

Overcast: I want my podcasts to download in the background and be ready to play without an internet connection, and this Just Works. (RadioPublic is better for embedding, sharing, and discovery.)

NewsBlur: A truly great feed-reading engine that will also ingest mailing lists so they don't have to clog up your inbox. I use Reeder as the front-end.

Alfred: Literally the first thing I install on any new Mac. Spotlight has grown to incorporate some of its features, but its shortcuts, clipboard management, and workflows are second to none.

Mastodon: I'm proud to support the decentralized social platform via patronage.

Indie content

Stratechery: There is no better tech industry analysis newsletter. It's not always relevant to the areas of the technology industry that are most interesting to me, but it's always incisive. I pay for the daily updates. Theoretically this gives me access to the forums, too, but I'm not sure I've ever logged in.

The Establishment: Confession: I know the founders and invested in the site as part of Matter Seven. But in doing due diligence for that investment, it became clear that it provides a badly-needed space for diverse writers whose lived experiences need to be heard. I'm proud to continue to support it, albeit now in a much smaller way.

The Shatner Chatner: I've been a fan of Daniel Mallory Ortberg since The Toast, and particularly since Next on Black Mirror ("what if phones, but too much"). Each dispatch brightens my day.

Team Human: Via patronage rather than subscription, I'm proud to support Douglas Rushkoff's work. I was privileged to co-teach a class with him when Known launched in 2014, and we were subsequently namechecked in Throwing Rocks at the Google Bus; his body of work pushes at the important topics at the intersection between tech and society in ways I'm highly aligned with.

The Amazon Chronicles: A weekly newsletter specifically about Amazon. I'm boycotting the company this year because of its involvement in ICE deportations, and it's incredibly hard: it's ingrained into society in a way most corporations could only dream of. Tim Carmody is doing a good job of going deep on this one-company beat. For example: why Amazon and New York are better apart than together.

Creator Interviews: Again via patronage, Richard MacManus (who originally created ReadWriteWeb) interviews independent creators who make money on the web to learn more about their processes.

Hallie Bateman: My last patronage contribution, Hallie's art is exactly the kind of thing I love. Emotionally resonant, whimsical, relatable. (She drew my Twitter avatar.) If you haven't checked out the book she wrote with her mom, What To Do When I'm Gone, you should. But fair warning: I can't remember anything that's made me cry anywhere near as much.

Anxy: An indie paper magazine about our inner worlds and personal struggles. The most recent issue, about masculinity, is a breath of fresh air.


Finding happiness in dystopia

We all want to be happy, and few of us are.

It's an unavoidably growing trend: more and more business leaders are talking about their ways to find happiness, while products like Calm continue to grow in the market. Groups like the Center for Humane Technology are explicitly battling addiction and stressful design in technology. And this morning, Justin Kan, founder of Twitch and Atrium, shared a personal document he's been using to track his tools for finding happiness:

In our society today it is easy to get caught on the hedonic treadmill: the belief that happiness is just around the corner if one can only achieve the next milestone, or experience the next life experience. This is a trap. As someone who has achieved more and more success over time, and experienced more and more fun, positive, exciting things, no achievement or experience has ever resulted in a sustained increase to baseline happiness for me.

Justin is worth over a hundred million dollars, so this is as good a proof as any that the old maxim that money can't buy happiness is actually true.

(Or at least, sort of. Money does make you happier if it brings you above the low-income line; someone earning $120,000 a year is happier than someone who makes $40,000 a year in the same location. But a person earning $200,000 a year is no happier at all, on average.)

It's ironic, and a bit depressing, that the apparent solution to our unhappiness is a growing number of apps, services, and tightly-defined coping mechanisms. Don't get me wrong: meditation is a wonderful thing, and an intentional gratitude practice is a useful exercise to keep an eye on the positivity that exists in all of our lives. But wouldn't it be better if these were inherent characteristics of our lifestyles? Do we really need an app that asks us what we're grateful for?

Isn't a better question why we're all so unhappy to begin with?

One aspect is undoubtedly the prioritization of pleasure over happiness. I discussed this a little in my previous post; we're all being manipulated through activities that give us dopamine rushes, but aren't tending to our seratonin. Our focus is on things that make us feel good in the short term, but we neglect what will make us happy in the long term.

Still, that might not be as much of a problem if our happiness was at an acceptable level. Sure, one effect of dopamine addiction is that our happiness wanes through neglect - but I think it's far from the only thing that's making us unhappy. I don't even think it's the main thing. But the main thing is so big and daunting that it's hard to imagine how to even begin to fix it.

I think the main thing is life.

Not in a nihilistic way, I should clarify. At least, not mostly. But more the shape of modern life, where the act of "being productive" is venerated and we're all being pushed to make as much money as possible, all while we're being advertised to thousands of times a day and being subjected to almost a hundred notifications that aim to bring us back into someone's product or service. Even the misty-eyed American dream is about working yourself to death:

An up-at-dawn, down-at-dusk mentality is critical. You’ve got to put a lot of seeds in the ground and be 100 percent committed to reaching your goal.

I was struck by this Twitter thread by Andreessen Horowitz General Partner Martin Casado about traveling for work efficiently. In it he mentions:

Speaking of sleep, I’m the *worst*. Melatonin and Tylenol PM don’t do the job. So I have prescriptions for Ambien and Sonata. Sonata is great for 3-6 hour flights. Longer than that, use Ambien. I would avoid the mood stabilizers (Klonopin, Trazodone, etc.).

In other words, he's casually discussing medicating himself to stay productive. This is hardly an uncommon behavior, but it shouldn't take more than a few seconds to realize how destructive it is. There is no shame in taking drugs to treat medical conditions, including chronic anxiety, but if our lifestyle requires us to drug ourselves, we should take a step back and consider making changes. If money doesn't make us happy, why would we compromise our lifestyle in order to make more of it?

None of these things benefit us. They don't add to our lives or make us better people. They take our energy, creativity, and resources and turn them into value for someone else. It's a dynamic that takes our lives and crunches them up for the financial benefit of a small number of corporations and high net worth individuals. Soylent Green is people.

Theoretically, we should have societal protections against this kind of exploitation. Unfortunately, the legislators who would be in charge of establishing a social safety net are also beholden to this corporate dynamic; particularly since the Citizens United decision in 2010, most politicians have received corporate financial support, constraining their ability to enact much-needed protections. Meanwhile, unions should provide a counterbalance to corporate power, allowing workers to organize and defend themselves through power in numbers. After all, the labor movement gave us the 8 hour day, the weekend, and paid vacation. Unfortunately, they've been systematically disempowered for decades.

Which brings us back to happiness. As the Washington Post reported last year, 2017 was the unhappiest year on record for Americans:

What's driving the gloominess now is very different from what Gallup and Sharecare, a health and wellness company, saw during the Great Recession. In 2009, a year when 15 states showed declines in well-being, money and financial worries were at the top of the list. Today, emotional and psychological factors dominate. People are not content in their jobs and relationships, and depression diagnoses are at an all-time high in the United States.

Bluntly: people are unhappy because their lives are shit. Americans work the longest hours of any industrialized nation. Employment insecurity is increasing. What free time people have is being co-opted by addiction and advertising. American food quality is some of the worst in the world. Housing is less affordable than ever. And so on and so on and so on.

Every one of these things can be traced back to outsized corporate influence in America society. The cult of profit runs the world; corporations have rebuilt society in service of their own interests. The rest of us are resources to be used.

Business and capitalism aren't inherently bad - as a multiple startup founder and former venture capitalist, that would be a very hypocritical statement for me to make - but they need to be in balance. Every action needs an equal and opposite reaction. Corporate power needs to be met with worker power. Politics for the richest 1% need to be offset by politics for the poorest in society (and, frankly, should be outweighed by those interests: we should be judged by how those with the least resources and power fare). Today, we are very far from that balance.

It's ironic that business sees unhappiness as a trend to be exploited with products and services, when so much of that unhappiness is a result of corporate behavior to begin with. Maybe some of those services are helpful, but the bigger challenge, the thing we're all being distracted away from by dopamine rushes and relentless advertising for flashy, short-term pleasure, is to reform society again.

Happiness is a laudable goal, and we can only achieve it by creating a better society (and even a better world) for everybody. Not through authoritarianism or revolution; not through a worship of markets; not through tending to the individual at the expense of community, or through tending to community at the expense of the individual; not through accidentally creating new gatekeepers as we tear down the old ones; but through balance, compassion, and an eye for creating equal opportunities and making everybody's lives better.

We doubtless need better measures. Wealth and profit aren't it. But somewhere in ideas around compassion, real quality of life, connectedness to our communities, radical inclusion, and enduring freedom from poverty, is a path to a happier future.


Photo by Sharon McCutcheon on Unsplash


Beating the dopamine rush

Social media is stressing me out.

Last Thanksgiving, I decided that this was becoming an important enough issue in my life to go cold turkey. I spent the rest of 2018 away from the social networks. Instead, I wrote more on my blog, and read more long-form content. It was transformative: I immediately felt calmer, and I became more organized than I'd felt in years. Most importantly, I was able to be more present with my family. At a time when I have a lot of people around me are suffering through serious medical issues, putting the phone down and really spending time with them felt like the right thing. It was the right thing.

Nevertheless, social media has crept back into my life this year. In January, I returned to Twitter, but chose to only interact with it on the desktop. I'm flirting with returning to Facebook on the same terms, in recognition of the fact that it's where everyone else is sharing their personal updates, and being somewhere else creates an extra cognitive load for anyone who wants to stay in touch with me. Maybe I should be at peace with losing touch with people who only want to passively stay in touch via social media; I'm not quite emotionally there.

With every additional service, I can feel the stress rising.

In his book The Hacking of the American Mind, UCSF Professor of Pediatrics Robert Lustig discusses the chemical difference between pleasure and happiness. Maybe this is something that is self-evident to you; it wasn't to me, and I've often used the two words interchangably.

WGBH Innovation Hub summarized his take on the differences last year:

  • Lustig says that pleasure is short-lived, selfish, and can be achieved with substances whereas happiness is the opposite. Most importantly though, Lustig believes that pleasure is based on dopamine and happiness is based on serotonin, two entirely different brain chemicals. 
  • Lustig argues that constantly searching for pleasure actually leads to greater and greater unhappiness. People build up a tolerance for repeated dopamine hits. And since dopamine is released when we consume or engage in some not-so-great-for-us things like sugar, alcohol, drugs, and addictive behavior, that’s an issue. 
  • Corporations have exploited our desire for dopamine, according to Lustig. Whether that’s adding sugar into our food, or making apps addictive, Lustig thinks that businesses are essentially “hacking our brains.”

Every like, retweet, comment and share provides a short-term dopamine hit. Each one makes us more resistant to dopamine, making it harder and harder to achieve the same levels of pleasure, but it also pushes our stress levels. Think of it like a bell curve: a little stimulation makes us alert and ready to go, and can push us into the sweet spot for high-performance mental activity. Too much, and we're stressed out and making bad decisions.

Because there is so much genuine stress in my environment - terminally ill family members, the responsibilities of work, the financial pressures of being in the most expensive city in the world, and so on - it takes a comparatively smaller push to take me out of the sweet spot and find myself at the stressful end of the curve.

I became most acutely aware of this when I took a trip to New York last month. I'm a nervous flyer, and I installed a mobile game called Eggs, Inc to distract myself on take-off and landing. It's a well-made, witty game, and I found myself playing it on the subway, in my AirBnb, and on the flight home. And by the time I'd flown back, and had spent a few days at home, I felt like shit. I became aware that I was stressed out, and feeling awful about myself when I had a text conversation with a former colleague that, honestly, could have gone a lot better.

I thought about the effect the game was having on me. I was addicted, for sure - and it was because it was packed full of little enhancements and ways to level up. Every single event in the game was a dopamine hit. I was like a mouse pressing a dopamine lever.

So, I deleted the app. Within a day, I was beginning to feel calmer. On every flight since, I've meditated during take-off and landing.

This is probably not everybody's experience. At least, I hope it isn't. My hope is that most people are not this susceptible to addiction, because they're not living with the same level of stress and unhappiness. Rather than working on reducing the levels of those things in my life, I was working on increasing my pleasure, and increasing my stress at the same time.

I don't believe that most developers intentionally ask how they can make their products more addictive. They do, however, run quantitative A/B tests, and qualitative user testing, in order to increase engagement. If a feature change to an app makes people use it for a few minutes longer a day, so much the better: the user is more likely to interact with advertising or invite someone else to join. Very few teams have been worrying that addiction is a negative behavior, although it's beginning to dawn on a few tech companies that this is a conversation they should be having.

The Center for Humane Technology is one organization that is doing work in this direction, by building a movement and running events to raise awareness about the cognitive impact of technology.

"This is a version of climate change," Jim Steyer, the CEO of Common Sense Media and brother of the billionaire environmentalist Tom Steyer, said on stage. "Just like we’re watching the extraordinary changes in our physical environment, we’re watching extraordinary changes in our social, emotional, and cognitive environment."

It's a good first step, but there's a lot of work to do. It's also not a given that these efforts will be successful: almost by definition, consumer products that are more addictive will grow faster and be more valuable. Without some kind of outside intervention, that's a tough model to compete with.

Rather than being a version of climate change, this addiction has the potential to be this generation's version of smoking. The effect on your brain is measurable, and potentially irreversible:

In research published [in March 2018], psychologists and computer scientists have found an unusual and potentially troubling connection: the more tapping, clicking and social media posting and scrolling people do, the "noisier" their brain signals become. That finding took the researchers by surprise. Usually, when we do something more often, we get better, faster and more efficient at the task. 

Social media is an integral part of modern life. (Games aren't, and I don't plan on installing any more.) If we can't disconnect from it entirely without irreversibly wounding our connectedness to others, we can at least hope to manage it responsibly, and with an awareness of what it's doing to our brains.

I plan on being more intentional about what I post, in three ways:

Social networks love photographs because they're little dopamine factories: people love to click "like" on a selfie, and it briefly makes us feel good about ourselves. They're also hard to post without installing the mobile apps, which upload a lot of extra contextual information about our whereabouts, activities, and contacts behind our backs. So: I'm going to try to refrain from posting photographs.

I've never been into memes, and I wish I could filter out posts that are just a reshare of someone else's graphics. Similarly, these are dopamine factories. A lot of people don't even post their own words, choosing to express themselves entirely through other peoples' language. I think that's the most harmful of all - repeatedly using other peoples' words instead of your own, on a platform you're likely to use many times a day, where your dopamine levels are also being affected, seems like it might re-enforce those words and behaviors. So I plan on unfollowing meme posters.

And finally, I'm going to stop posting links with one line of context. If I'm posting outrageous political content, in particular, I'll write my thoughts at length, and try and have a real conversation. Otherwise, all I'm doing is posting in order to have my anger reinforced, and adding to the echo chamber.

And maybe I'll leave social media entirely again, and resort to posting on this site alone. Who knows. What I do know is that by being aware of my addictive tendencies, and consciously understanding that social media is at best a distraction, I can make more room for being present, dealing with the real-life factors that make me stressed out, and finding enduring, long-term happiness.


Photo by nikko macaspac on Unsplash


Alternative funding for startups that last

There's been a lot of talk so far this year about venture capital funding as an agent of harm. This is both good and bad.

For the first time in a while, alternatives to venture capital funding are being seriously discussed, which I think is a really positive development for the industry. On the other hand, some of the discussion ventures into hyperbole, and I think there really are situations when VC is the best solution.

During 2017 and most of 2018, I was Director of Investments on the west coast for Matter Ventures, an early-stage venture capital firm and accelerator that supported teams with the potential to create a more informed, inclusive, and empathetic environment. I wasn't a partner of the firm; the closest analogue is something like an Associate+, where I had the freedom to decide who we invested in, and I sourced, interviewed, researched and effectively closed the deal with the teams, but the Managing Partner's signature was on the legal documents and he hit the button to wire the funds. Previously, my startup Known had been funded by the same firm. And before that, I'd co-founded another startup, which was grown without outside investment for its first few years. I've also been an advisor to, and employee of, VC-funded startups ranging from early rounds to hundreds of millions of dollars.

So I've seen various kinds of funding, and I've been involved in deals on various sides of the table. And I have some pretty strong opinions.

Investment isn't something most founders get to do without. It takes a certain amount of privilege to be able to start something without outside money. My first startup was bootstrapped, but I would be dishonest if I said that bootstrapping didn't include socialized healthcare (I couldn't have done it without the NHS), and help from my parents, whose house I lived in. Not everybody has the benefit of a strong safety net, or that kind of family support. And in particular, if you want (or need) to live in a tech hub, or you have to pay developers, or there's a legal cost involved, then outside money is required. Bootstrapping is not a realistic route for most people. It should go without saying that the people most able to do it are affluent white men - and that's not the only demographic we want to see starting and running businesses.

So startups typically need investment. Ideally, that investment should not just support the startup's financial goals, but its strategic and ethical goals, too.

I'm proud to know the founders of the Zebra movement, which seeks to establish a new movement for startups that champions more sustainable growth, more inclusive, cross-disciplinary teams, and revenue-bound business models.

I think it's one of the most important change movements - if not the most important - in the technology industry today. While venture capitalists are looking for unicorns - startups that grow quickly to become worth more than a billion dollars - zebras are more common, very sustainable, and actually real. As the New York Times reported:

But for every unicorn, there are countless other start-ups that grew too fast, burned through investors’ money and died — possibly unnecessarily. Start-up business plans are designed for the rosiest possible outcome, and the money intensifies both successes and failures. Social media is littered with tales of companies that withered under the pressure of hypergrowth, were crushed by so-called “toxic V.C.s” or were forced to raise too much venture capital — something known as the “foie gras effect.”

If only startups with the potential to rapidly become billion dollar companies can obtain investment, we'll only get to use certain kinds of services.

VC-funded businesses need to grow fast - not necessarily in terms of user numbers, but in terms of perceived value - and don't have an incentive to become profitable until much later in their lifetimes, if at all. A VC-funded startup will typically raise "friends and family" funding (more on this later); then, once they've de-risked their business a little, they'll raise a "seed" round (usually $1-1.5M); then more de-risking before a "series A" ($5-10M); then a "series B" ($15-30M); etc, until the startup is either acquired by a larger company, or makes its shares available on the public markets through an IPO. At each stage, investors buy a stake in the company at a more expensive price, driving up the valuation. Sometimes investors from earlier rounds can sell their shares as part of a later round, but the most money is made during an acquisition or IPO.

In other words, either the startup becomes strategically valuable to a larger entity, or it becomes enormous and valuable enough to float on the stock market. VC doesn't leave much room for anything else. Venture capitalists take money from Limited Partners (wealthy individuals, pension funds, university endowments, etc) who expect three times their money to be returned within a short time period (8-10 years is normal). Because most startups will fail, that means VCs are looking for ones that have the potential to return 30-40X their money in under a decade.

That’s a tall order for just about any business. And note that sustainability or societal impact are not considered here. These startups are, in effect, a financial vehicle. And while venture capital certainly has its uses - startups like Facebook and Uber were able to ride VC funding to great effect - a world where it's the only available model leaves a lot of use cases and communities unaddressed. It's worth saying that most venture capitalists are white men, and 98% of VC funding goes to men.

It also puts startups in great jeopardy. To raise a further round of funding, you don't just need to grow and de-risk your business; you also need to be in an industry that venture capitalists continue to be excited about. Because some years may pass between funding rounds, it's possible that the internet landscape has changed in that time, too. Whereas a profitable business is master of its own destiny, businesses that require future investment to survive are subject to investor whims.

We've seen the human impact of this problem several times recently. In the media industry, layoffs at companies like Mic, BuzzFeed and Vice have shown the limitations of the model. As VentureBeat reported last year:

But while corporate owners continue to fumble around in search of a solution, the reality is that venture capital was never going to be the answer for news outlets. VCs demand big returns that require bigger growth and soaring valuations. That‘s fine when you’re talking about things like social networking sites or a software or cloud service that might have big upfront costs but can clearly deliver sustainable profits once it reaches scale.

Some industries are incompatible with venture capital, regardless of their value. For these industries in particular, alternatives are needed.

It's a complicated problem: investors rarely participate alone, so there needs to be an ecosystem for a new model to become widespread. Until then, VC remains the most accessible, and in lots of ways pragmatic, funding route for most startups. It's exciting, then, to see alternative forms of investment emerge.

When I was still running Known, we applied to (and were rejected) by, an off-shoot of O'Reilly Alpha Tech Ventures, which was the first firm to really publicize revenue-based models. Bryce Roberts gave a talk at IDEO in San Francisco, and I was enamored. Whereas VC prioritizes growth, makes money when startups make revenue. Its deal documents are publicly available on GitHub: the short version is that at a pre-arranged time after investment, the startup buys back an equity option from the investor as a percentage of its revenue. If it chooses to raise VC funds instead of making equity (or decides to sell), the investment converts into a percentage of the company., by its own admission, is designed for post-revenue startups: if you need money to get to that stage, it's not going to help you. As I've already mentioned, most founders need help getting their venture off the ground to begin with. While some can raise money from friends and family, there is inherent privilege here: most people don’t have friends and family with that kind of money available to invest.

The Matter portfolio company Creative Action Network, which had gone through Matter's second class, raised further money by converting to a steward ownership model after years of bootstrapping:

We connected with Purpose Ventures, a new firm based in SF and Germany who liked what we were doing and more importantly, introduced us to a novel model for companies like us who needed capital and wanted to stay independent. The ownership concept is called Steward Ownership, the idea that companies should exist to do something for society beyond maximize shareholder profit — a fairly commonplace notion in Europe (and throughout American history) and that the people making decisions for the company should be the ones running it, not a board made up of outside investors.

Purpose is a little more dogmatic: whereas gives startups the option of following a VC route, steward ownership companies are less likely to follow that path, not least because Purpose requires companies to disallow investors from having controlling rights. The flipside is that it may invest earlier in a business's life, as long as it promises to restructure to follow this model. (Alongside CAN, Purpose Ventures has also invested in Buffer, which is a poster-child for transparency and alternative investment.)

There are two new entrants into this market: TinySeed, an accelerator for bootstrappers, and Earnest Capital, which presents itself as early-stage funding for boostrappers. Of course, by definition, any company taking funding from either won't be bootstrapping, but I like that they exist, and it's a good way to position yourself as being in contrast with VC.

Both have a very similar model to the investor takes a percentage of revenue, but can also retain a percentage of equity in the company in case the founders decide to pursue VC or a sale later on. The result is optionality for the founders, and downside protection for the investor.

Matt Wensing created a financial model for each investor, using a hypothetical software company called Array as a lens:

For the scrappiest founders (with minimal salary requirements), Earnest offers reduced ownership, assuming strong early-stage profitability to enable repayment and a long horizon to enjoy the cap; for suburbanites looking to quit their day jobs, or businesses investing 100% back into growth, TinySeed and are strong options, as their cash draws are simply smaller early on with salary triggers that are higher or non-existent. For TinySeed founders, this will come at the cost of cash in the post-seed, pre-exit phase. Meanwhile, if you plan to raise a single round of capital,’s redemption program provides the lowest long-term equity cost by a wide margin.

I'd be interested in a financial analysis from an investor's perspective. I'm particularly excited about TinySeed, which also provides a year-long remote accelerator, the value of which is not to be sniffed at. But all of these are solid options.

Which brings me back to media. Matter invested in early-stage media startups, but using a venture capital model. I no longer have access to its portfolio data, but I wish I could run an analysis to see what effect a TinySeed-like model would have had on fund profitability. Of course, it would have made different decisions, too: it likely would have chosen its ventures using a stronger revenue lens, testing for bootstrapper mindsets. Whereas media is not necessarily a strong venture capital market - mostly because many VCs have lost interest - I think there's real potential for investors to make money from revenue-driven media startups using a revenue share model.

We won't know for sure until more investors embrace alternative models, experiment with new kinds of deals, and empower a wholly different set of entrepreneurs. That'll take time, analysis, and not a small amount of failure while the ideas are honed and processes optimized.

And that's another reason why those Zebras are so important. They've convened a space for this conversation to happen, for information to be shared, and for new investors and founding teams to rise from the ashes of discarded old models. I'm very grateful they exist. They have the potential to change the way the tech industry is funded. And through that, how the world creates, discovers, and shares information.

Things are changing, and a growing number of founders and investors are here for it. I certainly am.


Photo by Lisa H on Unsplash


Building towers, not tunnels

Years ago, someone broke into my home and stole my laptops while I lay in bed upstairs. I had left them out on the dining table, and the burglar broke their way into my back garden and smashed through one of my rear windows with a brick. This was Oxford in the winter, and I had a hard plastic sheet screwed into the windowframe in lieu of real double glazing. Undeterred, they smashed and smashed until they found their way through. They didn't take my DSLR camera, which was also on the table; they didn't take my microphone, which I'd been using to record a video. They swiped the laptops, which were my livelihood, and fled.

Soon afterwards, we installed motion sensitive lights. If someone was going to enter my back garden in the middle of the night again, they would trigger the sensor and be flooded in bright white light. I couldn't afford to let this happen again.

As it turned out, the light was sensitive enough to be triggered by anything that walked through my garden. Intruders, for sure, although there never were any more. But also cats, and foxes, and hedgehogs.

Every single night, the light would click on. And every single night, I'd sit bolt upright and go to the window, my heart racing. The burglary was still in my blood, and in the air. My home, which had been a safe space, now just felt like four walls in the dirt.

Over ten years later, the sound of that brick breaking through glass is no longer ringing in my ears. Home feels safe. I've let go of the intrusion.

In my career, there have been events that felt like that break-in. The moment I decided to leave Elgg. Matter failing to raise its Fund III. And others. Each one, a brick through my window.

Everything is learning. You put up your psychological light for next time, so you can see it coming and hopefully avoid making the worst of the mistakes again. If you take the right lessons and approach each event with a learning mindset, each mistake becomes constructive growth. However unintentional your failure might have been, you fail forward towards something better and new.

Not everything that triggers your psychological light is a mistake that should lead to you sitting bolt upright with your adrenaline pumping. It's easy to be oversensitive to things that seem like they might turn into red flags. They could just as easily not, and it's important to stay open to new experiences. That's learning, too.

And over time, you have to let it go. Months later, I still find myself spending more cycles than I should thinking about Matter. That's a sign of my love for it: it was one of the most fulfilling, meaningful things I've ever done. It allowed me to use all of my skills and empathy in service of a mission-driven community that was genuinely trying to make the world more inclusive and democratic. I hope, one day, I will get to do work like that again. But while it was sad - and I'm still sad - I won't let that sadness own me.

These days, I'm doing super-interesting work at Unlock, and I'm still a part of Matter's community of alumni (after all, I went through the accelerator as a founder before I worked for it). Honestly, I'm very excited to have crossed back over the table to build mission-driven products again. It's a new approach to helping creators make money from their work, and it has the potential to change the entire web.

Done right, failure builds immunity. I know why each failure happened. I'm stronger for the experience. And I can bring that experience to help make Unlock - and everything I do in my career - as strong as possible. Rather than letting a brick through the window transform the safety of my home into flimsy walls in dirt, I can build a more resilient home. Failure isn't an excuse to turn inwards and stay low. It's a reason to be proud and build high. I've got the tools, and the energy, and the motivation. Not from a place of naïvety, but a place of knowledge and power.


Here's what I read in January


Between the World and Me, by Ta-Nehisi Coates. A visceral, stunningly-written insight into the brutal reality of a lived experience we’re all complicit in.

The Politics of Bitcoin: Software as Right-Wing Extremism, by David Golumbia. I don't agree with all of his arguments, but he makes some good points about the pseudoeconomics and quietly right-wing assumptions that are very prevalent in blockchain communities.

The Hacking of the American Mind: The Science Behind the Corporate Takeover of Our Bodies and Brains, by Robert Lustig. A dive into the brain science of addiction and depression, and how they are harnessed by corporations who want to make a buck. Fascinating to me; I've already changed my behavior as a result. Although it's not really discussed directly, I could draw a direct line between platforms optimizing for "engagement" and its effects on the brains of their users. But the most important thing this book taught me is the brain science differences between pleasure and happiness. The latter is the thing to aim for.

Talking to my Daughter About the Economy (Or, How Capitalism Works - And How it Fails), by Yanis Varoufakis. A profoundly humanist, kind introduction to economics and capitalism. It turned out to be a good chaser to the previous book - whereas that was about the brain science differences, this dove into the economic framework that encourages short-term reward.

(I had hoped to finish Octavia E Butler's Kindred inside the month, but .. not quite. One thing it's important to note: I'm aware that each of these books is non-fiction and written by a man, and I'm fixing my reading list for next month.)

Notable Articles

The ABCs of Jacobin. An interesting exploration of how a socialist print magazine has managed to thrive in a time of general doom for the media.

The Biggest Secret: My Life as a New York Times Reporter in the Shadow of the War on Terror. Fascinating and disturbing. Newspapers should never be complicit with the intelligence apparatus.

I Was A Cable Guy. I Saw The Worst Of America. This went semi-viral over the holiday, but it's worth reading if you haven't. Come for the Cheney anecdote; stay for the well-observed notes about American life. It's a full meal.

I Gave a Bounty Hunter $300. Then He Located Our Phone. Your phone is a tracking device, and the networks are making money from it being so.

What It Felt Like When “Cat Person” Went Viral. "Many horror stories revolve around this theme: if we could eavesdrop on all the quick, dismissive thoughts that other people were having about us, we would go insane. We are simply not meant to see ourselves as others see us."

No Matter How Thin I Get, I’ll Always Be the Fat Guy. An honest, painful look at how weight shame affects you long after the weight itself is gone.

How ‘traditional masculinity’ hurts the men who believe in it most. It hurts all of us, but: '“Everybody has beliefs about how men should behave,” says Ronald Levant, who was the APA president when the guidelines were initially conceived, and who has worked on them ever since. “We found incredible evidence that the extent to which men strongly endorse those beliefs, it’s strongly associated with negative outcomes.” The more men cling to rigid views of masculinity, the more likely they are to be depressed, or disdainful, or lonely.' I've certainly seen this duplicated among people I know.

2 founders are not always better than 1. Solo founders are twice as likely to succeed as co-founders.

After 25 years studying innovation, here is what I have learned. Clay Christensen wrote the Innovator's Dilemma and its sequel. Even he has realized that it's not about what you accomplish: it's about who you help. I could have done without the part about God, but it's his truth.

Martin Luther King was no prophet of unity. He was a radical. Dr King was a Marxist, and - particularly in these times - we should do better to remember his whole legacy.

“The Linux of social media”—How LiveJournal pioneered (then lost) blogging. LiveJournal was a pioneer. I was a heavy user for a very long time, and it was a wonderful way to make friends, share fears, and see the inner narratives of people I cared about in a very intimate way. No social media platform has come close since.

It’s the End of News as We Know It (and Facebook Is Feeling Fine). "So right-wing sites and clickbait dominate the platform that dominates American news consumption. And that same platform, despite its stated commitment to supporting “quality news,” keeps making it harder for people to find serious journalism."

Social media is rotting democracy from within. "At the inauguration of Brazil’s new far-right president, Jair Bolsonaro, in early January, a crowd of his supporters began a surprising chant. They weren’t cheering for Bolsonaro or his running mate or their party; instead, they were reciting the names of social media platforms." Fascists were chanting "Facebook! Facebook! Facebook!" because they credited it for their win.

This Is What Happens When You Try to Sue Your Boss. Arbitration agreements should be illegal.

The Personal Toll of Whistle-Blowing. Sheer tragedy in the course of doing the right thing.

The World-Record Instagram Egg Is Going to Make Someone Very Rich. This story is completely insane to me. It's 2019's Million Dollar Homepage. "In a slide deck, Jerry Media proposed that the egg crack to reveal the words Impeach Trump as Trump popped out and did the chicken dance. The agency even created a short animated video demonstrating the stunt."

At Least You Can Leave. 'There’s a conversation I’ve had with several British friends. We’ll all be moaning about Brexit affecting us and how the UK’s dysfunctional politics means there is no way to express this electorally, and then they’ll say; “But you’re lucky. At least you can leave.”'


Patreon and Twitter are right about freedom of speech

At a blockchain event i was at on Friday, someone made an offhand comment about how Patreon's editorial decisions meant that people no longer felt safe using the platform and a decentralized alternative was needed. I've heard this a few times, and I think this is very far from the case.

So what happened to inspire this kind of comment? It turns out that just before Christmas, the platform kicked of a self-proclaimed "anti-feminist" for racist speech, and a dozen or so denizens of the intellectual dark web, including infamous mysoginist academic Jordan Petersen, followed him out. This follows other platforms kicking off Sandy Hook denier Alex Jones earlier in the year, and the deplatforming of instigator-for-profit Milo Yiannopoulos.

Particularly for followers of this kind of rhetoric, but also for many civil libertarians, this represented an unacceptable breach of freedom of speech. In the same way that "free speech" alternatives to Twitter and Facebook have sprung up over the last few years, there was suddenly a lot of talk about building a free speech Patreon.

Of course, free speech definitions vary, and the one used here is in the free market libertarian sense: complete structurelessness where, in effect, the loudest communities are the ones that can be heard. In fact, given that all of these people have been kicked off of existing platforms for some kind of bigotry, one might and should question whether the subjects of their hate would be able to have an effective voice on these new platforms at all. But nonetheless, it stands to reason that when they lost one platform, they felt that they should build one where it was structurally impossible to kick them off.

Among the alt right, there's an ongoing meme that Silicon Valley is against their perfectly fair speech and everyone who works at these platforms is biased towards liberal values. Perhaps this is true - after all, people with more formal education tend to be more liberal. But the alt right misses a few things, whether deliberately or inadvertently. The first is that sites like Patreon and Twitter are private spaces, and legal free speech protections only apply to government - and the kind of racist, regressive discussion that is so beloved of the alt right is rightly an anathema to most of the advertisers that keep these platforms afloat. But their speech is also often outside the bounds of what is permissible by law: violence is a part of their rhetoric. And whereas a platform can comply with Section 230 of the Communications Decency Act to be absolved of responsibility for "obscene" content hosted on their servers, there is no such exemption for criminal responsibility. All platforms are required to remove content that breaks the law, including threats of violence.

There is a distinction here between open standards like protocols, and proprietary services like platforms. It is impossible to kick someone off the web, for example, or to censor their speech on a free and open internet. Where editing may occur is in a situation where their web hosting company might be liable for hosting criminal content, or have policies against hosting the same, as is their right. And of course, someone can be kicked off a third-party hosting platform for the same reasons. But the web itself does not have a built-in censorship method, and nor should it: providing one would give any authoritarian government, or authoritarian corporation for that matter, carte blanche to decide what we can all read, see, and hear.

Whether criminal content could be removed from a decentralized system like IPFS, I'm not sure. Because IPFS data isn't private, it's possible that people who find themselves hosting criminal content might find themselves liable. I'm not a lawyer, but this is an interesting issue that pertains to decentralization in general. Whereas in earlier peer to peer networks like Gnutella or Bittorrent every decentralized node associated with an illegal file was actively interested in that file, I don't know what the legal precedents are for dumb nodes on a decentralized network, when public content is stored on your property without your direct involvement.

Regardless, there is again a distinction between a network like IPFS, and platforms that might be built over the top. Whereas the protocol can be data agnostic, hosted platforms can't be. So if I'm building a service that uses decentralized software as a back-end, I might find that I'm legally required to provide a mechanism to prevent people from posting calls to harm, for example by allowing people to report that content and kicking those people off that platform in response.

The irony is that Twitter in particular is very widely criticized for not doing enough to remove bigots and fascists from the network. I agree with those voices, leaning heavily on Karl Popper's widely-quoted philosophy:

Unlimited tolerance must lead to the disappearance of tolerance. If we extend unlimited tolerance even to those who are intolerant, if we are not prepared to defend a tolerant society against the onslaught of the intolerant, then the tolerant will be destroyed, and tolerance with them.

[...] We should therefore claim, in the name of tolerance, the right not to tolerate the intolerant. We should claim that any movement preaching intolerance places itself outside the law, and we should consider incitement to intolerance and persecution as criminal, in the same way as we should consider incitement to murder, or to kidnapping, or to the revival of the slave trade, as criminal.

The mechanisms and legal machinations of freedom of speech aside, any community that allows intolerance to flourish will in itself become intolerant. For community managers, and anyone who wants to create a thriving space for discussion, establishing a safe space for thought is paramount. In particular, establishing a space where people from vulnerable and underrepresented communities can be truly heard is important for any kind of free and democratic society.

For these reasons, and simply because they're a relatively small community that sits firmly on the wrong side of history, the alt right's attempts to create new, decentralized alternatives to existing platforms will fail. That's not to say that decentralized platforms and protocols will fail; the pendulum is swinging in that direction, and there are lots of other reasons to build spaces that are free from centralized control. But a movement fueled by hate ultimately can never succeed, and we have plenty of societal protections to ensure that the people who peddle in bigotry get what they deserve. Patreon and Twitter are right to kick them to the curb.


Photo by Hasan Almasi on Unsplash


I hate the Daily Mail. But NewsGuard by default is a terrible idea

The Guardian is reporting that Microsoft has installed NewsGuard by default in new installs of its Microsoft Edge mobile browser. The Daily Mail is one of the affected publications:

Visitors to Mail Online who use Microsoft Edge can now see a statement asserting that “this website generally fails to maintain basic standards of accuracy and accountability” and “has been forced to pay damages in numerous high-profile cases”.

Now, don't get me wrong: the Daily Mail is a horrendous excuse for a newspaper that, indeed, appears to bend the truth in order to further a toxic, conservative agenda. But let's zoom out a bit and examine this feature in the abstract.

NewsGuard assesses news websites manually, and gives them a rating for creditability and transparency. Based on that rating, it then assigns the website a red or green rating, indicating whether you should trust it or not:

These ratings are then displayed next to website content, and embedded into search engine results, via NewsGuard's browser plugin.

As a stand-alone plugin, this is probably fine. If you've made an active decision to install it, and you trust its editorial team to provide ratings, then great: you're informed about the process, you know that NewsGuard provides subjective ratings, and you've made the decision to overlay them over your web browsing experience.

As a default feature of a web browser, it's quite another story. For these users, it's a core part of their web experience. As far as they're concerned, this is a built-in feature, endorsed by Microsoft, that provides objective ratings on the content you browse. NewsGuard has been handed the ability to decide which content and information these users should trust.

These aren't just some do-gooder journalists. NewsGuard's advisory board contains the former head of the CIA and the first Secretary for Homeland Security. In light of this, some hypothetical questions to ask include: how might an independent website publishing the Pentagon Papers have been rated? What if a publisher is considered to be politically subversive while maintaining accuracy? In the wrong hands, could this mechanism suppress whistleblowers?

A web browser has no business telling you whether to trust the content you're accessing, except on technical grounds. If the web is to remain an impartial platform that supports freedom of speech, it cannot make value judgments on that speech. At least not by default: the extensions you install in your browser are up to you.

The whole point of the web is that it's decentralized, and anyone can become a publisher at any time. Yes, disinformation is a real problem. But it shouldn't be used as an excuse to put trust in the whole platform under central control. To do so introduces a real risk for the health of the internet, and, because freedom of speech is a prerequisite for it to function, for the health of democracy.


The Joy of Making Something Anyway

One of the most important things a founder can do is just get started. Technical founders have a built in advantage here: while other people need to worry about convincing someone to build out their first functional prototype for them, people who know how to code just need to spend time. The tools to build platforms are all free and open source; the best operating system for web development is free and open source. All you need is any computer with an internet connection, and time. But even if you're not a coder, or you're not technical: everyone has the skills to build and create something that addresses a need, or that fosters joy and empathy. Everyone has the ability to sit down and make something.

The most successful mindset is probably not to think about it as a startup at all. Just build a tool that's actually useful for someone. Get their feedback; iterate and improve it. And only then worry about whether you can build it at scale with the time, team and resources potentially at your disposal, or whether it can be the center of a viable business.

And maybe it can't be viable; maybe it can't scale. Maybe you want to make the changes that would be necessary to make either of those things work as a startup. But it's completely okay if you don't: there's nothing wrong with building a tool as a hobby, or deciding that it was a fun experiment, open sourcing the code so other people can learn from it, and walking away. Or if you do run it as a business because you want to work on it full-time, it's also okay to decide that you want to create something that covers your costs, instead of shooting for the moon and aiming to create a trillion dollar behemoth. (Which of these is likely to be most successful anyway?)

If we let the machinations of the tech industry dictate what we build - for example, if we treat a "no" from venture capitalists as a value judgment on the thing itself - then only the things the tech industry finds valuable will be built. This kind of blinkered economic Darwinism hits tools for underrepresented communities most of all, but it also hits the products, tools, and communities at the edges of society, that are trying new things and tugging on the borders of culture. In reality, that's where the really interesting stuff is, and where the really interesting people are.

Maybe it can't be a full-time endeavor. Maybe you won't have kombucha on tap. Maybe there won't be nap pods and investors knocking down your door. But maybe you can find time and space anyway; you can brew your own kombucha in a jar; you can take a nap in your own bed; you can stay independent and refuse to take money from repressive regimes. It doesn't make it not worth it. And the communities, people, and tools that dare to be independent (or are forced to be and dare to exist anyway), are the ones that we need to exist the most.


Photo by Edu Lauton on Unsplash


Values, Values, Values!

We all know what we stand for. The trick is to state our values clearly - and to stand by them.

That goes both for individuals and businesses. When I was preparing to join the Matter team, the first workshop I gave was about determining a company's values, which are different to its mission or vision. Whereas a mission and vision are a company's north star, its values dictate how it conducts itself.

For example, Google has "ten things we know to be true". Most companies have between five and ten core values that reflect their ethics and the facets of their culture that will lead them to be successful. They're signals about how people should behave inside a company, and they're also signals to the kinds of people who they hope will join them. For example, in 2019, it's a clear and unfortunate signal if diversity and inclusion isn't one of a tech company's core values.

It would be easy to misunderstand this as being about marketing. It's about shared culture, which is the most important thing every organization has to build.

The intersection with personal values lies in the decisions we make about joining or leaving an organization. I won't join a company that doesn't care about diversity and inclusion. And I've turned down very lucrative jobs on high profile teams because it was clear they wanted their employees to spend their lives at work.

We've all got red lines. They're ours alone to draw.

Just as I think it makes sense to pick the company you work for in part based on their declared values, it makes sense to define your personal space in the same way. If your values lean towards community and shared prosperity, it perhaps makes sense that you might not want to spend your time with people who lean towards libertarianism and individualistic success. If you believe in a global world, you might not spend much time with nationalists. If you're an atheist, you might not spend much time with people who believe you have to be religious to be a moral person. And so on.

Perhaps those are extreme examples, but because our values dictate how we behave as we live out our lives and achieve our goals, differences in strongly-held values lead to incompatibilities. If you believe in a very traditional salary-earning lifestyle or traditional gender roles, you might not do well in a relationship with someone who is less motivated by that lifestyle or who actively rejects those roles. Neither side is inherently bad (although one could certainly argue that widespread adherence to traditional gender roles is broadly harmful), but they're incompatible with each other - not necessarily as friends, but certainly as partners in life.

And that's okay. We all get to decide what's important to us. One aspect of contentment is finding the values that work for you personally (regardless of whether they're "the norm"), the values that work for you professionally (ditto), and building a community and a life that will support both things.


Turning 40 (Belatedly)

I'm not sure who started it (Matt Mullenweg?), but a common in-joke in tech circles is to refer to a birthday as a version number increase. You don't turn 30; you hit version 3.0. And then you add release notes about what changes and improvements have been made since the last version.

I guess I use more of an open source versioning system, because after 40 years, I think I might have just about hit version 1.0. My experiences as a child, growing up, in my early career and through the rollercoaster of my thirties have inched me towards becoming a well-rounded, self-actualized human.

Howdy. There are bugs

I'm not always happy, and not always assertive, and not always near the mark of how I want to show up in the world. But at the same time, I'm a little bit proud of where I've wound up, and I'm proud of what I've done.

I was pretty sick during the week of the 7th, my actual birthday, and I'm only now feeling like I've regained full use of my brain. I owe emails and documents to various people, and I'm beginning to get back on top of things. Still, if you're one of those people, I'm really sorry.


Indie Communities and Making Your Audience Known

It sounds ludicrous now, but back in 2014, when I cofounded Known as a startup, a lot of people were questioning whether a business even needed a website. Pockets of people - for example in the indieweb community, which I enthusiastically joined - were pointing out how short-sighted this was, but it was a minority opinion. There was Facebook and Twitter! Why would you want to have any kind of property that you fully controlled on the internet?

Fast forward to today, and most companies have seen the flaws in that argument. If your digital presence is how most of your customers find and interact with you, giving it over to some third party company with its own agenda is not going to serve you well. This morning, CNN's digital chief Meredith Artley says as much in an interview with Kara Swisher: going where your users are was a counterproductive startegy. You have to reach out to them and make spaces that they want to visit.

But my hypothesis with Known wasn't just that people would want to own their own websites again, and that we should make it as easy to publish on their own site as it is to publish on social media. It was part of it, but I had something bigger in mind.

Anyone who's building any kind of business - whether it's a media property, a brick and mortar store, a startup, or a food truck - knows that you have to understand your customers and meet their needs if you want to be successful. For most people, that means talking to them, again and again. When the New York Times first went online as part of AOL - before it even launched a website - the team took the opportunity to sit in the chat rooms and talk to people. The internet is a conversation, not a one-way broadcast medium, which the Cluetrain Manifesto tried to tell us 20 years ago. And businesses all over the world are doing their best to talk to people on social media.

But the same ownership principle applies. Just as companies realized that they need to own their online presence, they will begin realizing that the conversations they're having on third party social media platforms are templated for the benefit of those platforms. If they want to have deeper conversations, build trust and loyalty, and have a greater influence over the form of the discussion, then they need to own the conversation spaces, too. (And there's a lot to be said for not giving companies like Facebook all that insight data.)

Tools that allow companies to build their own social spaces as easily as they can build their own websites are important. It's something I learned when I built Elgg, although that platform is very bound in the desktop-based MySpace era. Anyone should be able to start a space to have a social conversation in 5 minutes, in a way that they own the data and can customize it for their needs. But while existing tools like Mighty Networks (and Slack) or forum tools like Discourse are great for what they do, there aren't any great platforms that let people actually build a site that directly fits the community they want to build. All online communities tend to look the same. If we know that the form of a converation influences its content - and it does - then it becomes clear how counter-productive a one size fits all approach really is.

And then the bigger picture is that if this idea is successful, moving from one monopolistic social network to lots of smaller communities loosely joined will make for a healthier internet.

That was the vision for Known: to let anyone build easy to use social spaces that they control, and liberate online conversation in the process. First as a startup, and now as an open source project. We were a little early, and made some (recoverable) mistakes. But it's still a mission I believe in.


Nieman Lab Predictions for 2019

Each year, Harvard University's Nieman Lab asks media and journalism professionals to make predictions about the year ahead. It's a useful barometer for the media industry zeitgeist, and true to form, 2019's predictions are all worth a read.

For the first time, I was asked to contribute. That piece is here:

In 2019, big tech companies will respond to overwhelming public opinion and lawmaker concerns, fundamentally changing the way they view privacy. Browsers will block third-party tracking by default. New legislation, inspired by Europe’s GDPR, will prevent invasive apps from spying on your calls and contacts. The adoption of always-on microphones in the nation’s living rooms will begin to slow. As revelations about technology’s role in political wrongdoing become increasingly serious, the surveillance capitalism that has defined the mobile internet era will come to a halt.

Angèle Cristin asks that newsrooms don't just consider the tech industry's use of algorithms, but their own as well:

From their use of invasive tracking systems to their reliance on real-time web analytics and their dependence on social media platforms for distribution, newsrooms are deeply enmeshed in the algorithmic world, as I have written elsewhere. To date, newsrooms have not lingered on this fact. Unlike the glory of the resistance to Trump or the breaking news of Facebook’s mishandling data, the co-dependency of news organizations and algorithmic technologies has remained a dirty topic for most journalists.

Francesco Marconi, who collaborated deeply with Matter while he was at the Associated Press, advocates applying human-centered techniques to journalism:

Iterative journalism begins with people, but it looks beyond just demographic data to understand how individuals feel and what they need when seeking news. Knowing someone’s age, gender, and what article they just read might tell journalists something — but it doesn’t tell them how to approach a story in the way most relevant for members of a certain community.

An Xiao Mina contemplates the death of consensus:

In 2019, let the idea that we’re seeing the death of truth die. What looks like the death of truth is actually the death of consensus, and a broader transition to a world of dissensus nudged along by a wide variety of media outlets online, on television and radio, and in other forms of media. Misinformation spreads most effectively in this environment because someone, somewhere will find information that fits an existing worldview, and it’s that deeper worldview that’s much harder to change.

Roberto Hernandez has a warning for bigots that I particularly hope comes true:

If you have said something racist, sexist, homophobic, xenophobic in a professional setting — whether being at work, an industry event or listserv — but don’t see it as a big deal…we see you. And we will replace you.

And Steve Grove, Director of the Google News Lab, predicts that tech's work with journalism will be measured and assessed:

The public conversation on this topic is reaching a fever pitch. Issues that were once just discussed at news industry conferences by experts are now being discussed at dinner tables by families and friends. And regulatory conversations, highlighted by the EU copyright directive in Europe but spanning governments around the globe, are challenging the framework of how tech platforms host or link to news content. If and how people and governments shift their thinking on how digital news content should be discovered and distributed will in turn affect the momentum and appetite that tech companies have for the news space — and ultimately what news users will be able to access via tech platforms.

There's so much more. Every piece is worth reading and absorbing. The full index is here.


If Not Venture Capital, Then What?

Most of Silicon Valley is financed with venture capital, and its success there has made it attractive in other industries. The model isn't always transferrable: media companies have raised using VC dollars to very little success, for example.

That's because VC depends on scalability. The core idea is that an investor - or more usually, a collection of investors, all investing on the same terms and at the same time, in a round of funding - will put money into a company while it's relatively small and unproven, and the investment is therefore relatively cheap. The company will then hopefully grow enormously quickly, proving out its hypotheses and gaining value at a rapid rate. Venture capital investors deploy money from a fund, itself invested into by their limited partners (rich people and institutions like pension funds). They have usually promised their partners that the fund duration will be ten years or less, and correspondingly, they want to see returns from their investments very quickly. The goal in many funds is to return 3X the value to their limited partners; because most investments will fail, they're looking to invest in companies that have the potential to return 30-40 times their money.

Although secondary markets exist, VCs only typically make money when an investment is acquired by another company or when it IPOs on the stock market (an exit). So in addition to enormous growth expectations, there's a built-in timer on these investments. You can think of most VC-funded Silicon Valley startups as being financial vehicles more than they are product or service companies. That's why advertising has been such a popular business model: stopping and asking people to pay for your product slows your growth, and therefore your attractiveness to investors.

For some companies - Facebook, say - this model works exceptionally well. For others (like those media companies), not so much. But VC has become the de facto funding model for internet services, because of its abundance, and because that's what a lot of the tech press chooses to talk about. In turn, the parameters for venture capital funding have become misunderstood as the parameters for starting any kind of venture on the internet at all. Because VC won't look at a venture that doesn't have a potential market of billions of dollars, it's become understood that ventures with smaller market sizes are not going to survive. Because VC needs high growth, it's become understood that all startup ventures should aim to be high-growth. And because exits are most often acquisitions, it's become understood that market consolidation and a trend towards monopoly is actually a good thing.

Venture capital has, inadvertently, created a template for what can be built on the internet. It's harmful, and it's a lie.

This is going to become even more problematic if predictions of a downturn turn out to be correct. As Fred Wilson wrote:

However, I do think a difficult macro business and political environment in the US will lead investors to take a more cautious stance in 2019. It would not surprise me to see total venture capital investments in 2019 decline from 2018. And I think we will see financings take longer, diligence on new investments actually occur, and valuations to come under pressure for even the most attractive opportunities.

A common, and correct, critcism of alternative funding models has been that they don't adequately describe the upside for potential investors. For example, in a revenue-sharing model, investors put money into a company in exchange for a percentage of revenue up to a cap, which might be 5X. If an investor puts in $50,000, they expect to receive $250,000 back, in payments that constitute 10 or 20% of the company's total revenue (usually once the company is making enough annual recurring revenue that these payments aren't an existential threat). Notice that this is dramatically lower than the 30-40X expected from VC - and while it could be argued that a revenue-focused company is less likely to fail than a growth-focused one, there aren't actually any numbers to back that up yet. So it could just be an investment with a smaller upside for the investor.

For the startup, the numbers start to look daunting after it takes more than even a small amount of seed funding: while repaying $250,000 to investors is potentially reasonable for a profitable company, a $1M investment might need $5M to be returned from revenue. That might be fine if we're talking about a VC-sized investment opportunity - but if we are, why wouldn't the startup take VC money and forgo paying dividends?

The answer, I think, is to think smaller and more specific. Rather than trying to build something that addresses a large portion of the internet, build something that addresses a highly niche group that has been thus far unspported because of the industry's focus on growth. Instead of being the next Facebook or Uber, think about being the next MetaFilter or The Well.

Lifestyle businesses have a bad reputation because it's harder for the financial ecosystem to make money from them. But for their owners, save for a very small number of outlier founders who ride VC to high net worth valuations, they can be every bit as lucrative. And you get to do it on your terms, serving a community that you genuinely care about, rather than following a paint-by-numbers path to success. The irony is that by serving a smaller community well, in a way that doesn't lend itself well to scaling fast, founders are probably setting the groundwork for a company that really could be VC-scale, if they wanted it to be. (The choice is theirs.)

As for the investment return question, I think you have to adjust the scope and definition of investment and returns to be about more than money. Communities can be stakeholders in other ways. Consider the Kickstarter / Indiegogo crowdfunding model, where investors don't get equity at all - instead, their rewards are early access to products and services, and even more than that, the social aura of having helped something they care about to be birthed into the world. By deeply understanding the community they're serving before you build anything, making connections, and getting to know them as people, founders can motivate them to help provide the seed funding and momentum they need.

VC is going to continue to be one part of the funding landscape. But I think we need to see it as just one part. There is nothing wrong with building something that is smaller and more focused. There's nothing wrong with bringing your community into your venture more deeply. And there's nothing wrong with considering how to remake the tech industry as one that is less monopolistic, inherently more inclusive, and more resilient, through rejecting unicorns in favor of lots of small pieces, loosely joined.


Photo by Markus Spiske on Unsplash


My Resolutions for 2019

Happy New Year! May your year be full of joy and success, by your definitions and on your terms.

I think that qualification is important: your definitions of joy and success, achieved in a way that's right for you. We're all innundated with messages telling us that we're not enough, that now is the time to make a change for the better - you slob! - and I think these all represent empty illusions of forward momentum. Some of them, like aggressive calls to lose weight or make more money, border on cruelty. All of them carry a commercial subtext. You'll be a better person if you just buy this thing.

This year, I want to make some much more positive resolutions.

Sure, sharing your goals makes them less achievable, but the individual goals aren't really the point. And I'm certainly not going to beat myself up if I don't achieve them. It's much more about the theme and direction of my year - the broad strokes of how I hope to live and interact with the world. This year, the theme is "resist" - not just politically, but personally. Our political system isn't the only substrate at the mercy of rich manipulators wielding trillions of dollars. Advertising and commercialism want to break us down and reconstitute our needs and worries in terms of products to be sold. Money is in all of our blood, like mercury poisoning, leading us to poor decisions and unnecessary anxiety.

So here are some thoughts on how I want to live in 2019:


Try to be kind (vs nice). Have compassion for everyone, and a strong moral compass that leans towards equality, inclusion, and democracy. Don't tolerate intolerance. Don't be conflict-avoidant when strong words or actions are necessary. And remember that being kind includes being kind to yourself.

Have a bias towards action. Rather than waffle or over-plan, plant a flag and take action, even if that action turns out to be imperfect. I can always course correct. But life doesn't wait.

Make sure people know I love them. Tell them often.

Be a man. Which is to say, by my definition, not some arbitrary, outdated ideas of what masculinity entails. Every man (and every woman, and every human) gets to decide what being themself means.

Try to be healthier. Be happier in my own skin, and more forward-facing in my thoughts. Be stronger, physically and mentally. But remember that vulnerability is strength too; don't harden. And don't succumb to other peoples' ideas of how I should improve myself unless I'm sure they're not a reflection of their own desires and neuroses.

Try not to make fear-based decisions. Instead, think: where do I want to be in 2 years? In 5? In 10? Avoid acting in the short term as much as possible.

Read more. Books, not posts (although posts are great too). In 2019 I want to try and read a book a week.

Write (and draw) more. But only in partnership with reading more.

Limit my exposure. At Thanksgiving 2018, I decided to log out of social media and remove all my social apps -  and I've been blogging almost every day instead. It's the best thing I've ever done on the internet as an adult. Suddenly, I was far removed from influencers, sponsored messages, and the outrage of the day. I feel no less connected to the people I love, or to what's happening in the world (in fact, I read far more journalism). I plan to continue this indefinitely for Facebook and its subsidiaries, although I'll probably return to Twitter now and then.

And finally, some quick specifics: Stop using Amazon. Be much better at email. Don't use ridesharing apps except in emergencies. Make eating out a special occasion instead of a regular activity. Commit to helping out with a Presidential campaign, somehow. And find ways to be more environmentally sustainable.


What are your resolutions? What are your hopes for the next year?


Picture: the first light of 2019, over Lake Mendocino, just outside Ukiah, CA.


Farewell, 2018

I'm in an AirBnb on the edge of Lake Mendocino and I want to get out and see the redwoods, so I'll keep this short:

2018 was a hell of a year for me personally. I lost family, I lost a job I cared about, for a while I thought I was going to get a terminal genetic disease, and the health of my family is suffering. It was also a year that I gained a lot, through new connections, opportunities, and life experiences. And then, of course, from Facebook to Trump, ubiquitous surveillance to child detention camps, it was a harrowing year for the world. It was a rollercoaster that leant towards the negative.

But what made it worthwhile is what always makes life worthwhile: people. I'm so grateful for all of you, and more broadly for all the incredible people I get to have in my life. They inspire me, give me hope, and remind me of the joy and beauty of humanity. I sometimes (often) am not the communicator I want to be, but I'm proud to have them in my life, and for them to be in mine.

Tomorrow, we look forwards. But for now: redwoods.




I miss my bike.

Growing up in Oxford, bicycles were the default mode of transportation for just about everyone. I cycled to school and back every day; I'd cycle into town to go shopping; later on, I'd cycle to the pub to meet my friends. I remember cycling through the University Parks cycle path in the dead of night after seeing a midnight movie. Sometimes - by which I mean, a couple of times a week - I would cycle around the perimeter of the city, or up to Shotover Park, just for the hell of it.

It was just a thing that you did. Most people didn't have very expensive bicycles, because they were a target for thieves; certainly, nobody dressed up to go cycling. You carried your helmet and your bike lights with you. Maybe, if you were fancy, you attached bike clips to your jeans.

Every year, a student would die or be seriously injured because they were new to the city and didn't understand that bikes needed to adhere to the rules of the world. They'd run a red light and be hit by a car, or they'd hit a curb at the wrong angle and hit their unhelmeted head on the sidewalk. But mostly, it was a safe thing to do, partially because there was safety in numbers: the cyclists almost travel in herds.

In Edinburgh, the wind, the hills, and the freezing, horizontal rain combined to form too oppressive a force. People did cycle, but I quickly realized that I wouldn't be one of them. And then when I moved to California, it became obvious that cars were the kings of the road, and my sense of self-preservation kept me away. There's also a terrifying trend, in Berkeley at least, of cyclists militantly rejecting road rules, as if red lights and stop signs don't apply to them. Again: this is how you die.

I think this year, I might finally go back to cycling. Using Oxford rules, though: I don't need or want to pay a four figure sum for a bicycle, and while mountain biking in Marin looks like a lot of fun, I don't think anyone needs to see me clad head to toe in spandex to do so. No offense intended for anyone who goes for the expensive bikes or full cycling gear - it does look like fun - but for me, simplicity appeals.

Oxford isn't my only influence here. I was born in the Netherlands, and my first memory is of Amsterdam, now the bicycle capital of the world. The country has 22,000 miles of cycle paths, and its size means that you could feasibly take a week or two and travel around the whole country this way. If that's too ambitious, every train station has a bike rental place attached to it, and for a few Euros - far less than the extortionate amounts charged to tourists in San Francisco, for example - you can have freedom to roam for a day. I've spent lovely days cycling around places like Gouda, between the irrigation canals, stopping in at cheesemakers along the way. While this kind of thing used to be a cheap hop that I wouldn't have to think much about, it now requires travel that I have to budget for. Nevertheless, I think there are more trips like those in my future.

I'm learning that my presence here isn't ephemeral: I'm probably in the States for good - or at least, for a long time to come. I didn't arrive here as an entirely new person, but with the turbulence of my life here, I've let go of a lot of the things I used to do, or used to enjoy. But my life is a continuous line, and what feels like breaks are nothing of the sort. It's possible to reach back for big things and small. A bicycle is a small thing, but a reminder that I'm the same person I was there; just, removed.



We have a half gallon of eggnog in the fridge.

I'm surprised by how old it is. I don't remember it really featuring in British supermarkets, and based on its modern incarnation - Christmas drinking custard - I would have guessed that it had been invented in maybe the fifties or sixties, for an America audience. But nog was already a kind of English ale in the late 1600s. Posset, an alcoholic drink where milk was curdled with wine or ale and spiced, was mixed with egg as early as the 1300s. The word "eggnog" is first recorded as having been used in 1775, the year before the Declaration of Independence was issued.

In 1826, military cadets at West Point rioted because they were served alcohol-free eggnog. In the end, some cadets went on a mission to a tavern a couple of miles away and came back with gallon jugs of whisky, before getting boisterously drunk and wreaking havoc across the Academy. In the end, 70 cadets were arrested.

Ten years ago today, my mother told us that she'd been diagnosed with idiopathic pulmonary fibrosis, the disease that at that time had killed my grandmother. She had finally got her persistent cough checked out, and gone through a series of increasingly invasive tests. And now, days before Christmas, we had the result.

The average life expectancy after an IPF diagnosis is 3 to 5 years. We didn't know what was going to happen, and typing this today, knowing this expectancy, I don't know why I didn't go through the logistical steps of moving to California to be closer to them immediately. There were things holding me back, of course - a whole life and roots and a network - but none of them were anywhere near as important. In the event, it took until she was carrying an oxygen tank on her back for me to pack two suitcases and make the jump. My grandmother had worn an oxygen tank, and then she had been gone. It was my first conscious introduction to losing a loved one, and I remember, at six years old, sitting in my bedroom while I heard my mother weeping in the living room. My grandmother had been in Austin, Texas, while we had been in Oxford, England, far away from her bedside.

Slowly, the trappings of my old life stripped away. Her diagnosis was a contributing factor to my leaving Elgg: suddenly, life was too short to deal with interpersonal bullshit. I had thought - hoped - that I was going to move with my girlfriend at the time, who I would eventually ask to marry me. That didn't happen, and it took me years to accept that it wasn't simply because I wasn't good enough. Every tie, save for those of friendship, faded. I was in California now, building a new life, trying to live while being aware, every day, of the undercurrent of tragedy that brought me here. Some days, I would attend an open data event and talk about open source. Some days, my mother would be helicoptered from a regional hospital in order to save her life.

Over time, it became clear that we're all at the forefront of familial pulmonary fibrosis; my mother was discussed at medical conferences. My mother saw symptoms in her sister, my wonderful aunt Erica, who she dragged in to see her doctors. She had two lung transplants. Over time, her son, my beautifully-spirited, generous, kind cousin, was diagnosed, too. We laid them both to rest last year and this year respectively. I think about them both every day.

My mother had a double lung transplant in 2013. I was in their home the night they got the call, the conversation soundtracked by the two refrigerator-sized oxygen concentrators running in parallel to keep her alive. Oxygen concentrators use containers of distilled water to prevent the oxygen from drying you out, and the sound is somewhere between a diesel generator and an aquarium. But suddenly, they were gone, and the torpedo-sized oxygen tanks were no longer a daily fixture. Somewhere I still have the discarded green plastic caps; one of us was going to turn them into an art project, but none of us could.

It wasn't an easy recovery. The following five years brought stomach tubes, throat surgeries, pneumonia, and dialysis. This year in particular has been one of the most difficult. There is talk of needing more surgery, but surgery is off the table. I treasure every moment. My dad is like some kind of superhero, looking after her diligently and with love, despite his own health slipping. There is sadness and stress in every day, but there's also so much love.

Research is now advanced enough to know that our familial pulmonary fibrosis is a symptom of dyskeratosis congenita, an incurable genetic condition that affects how you produce telomerase, an enzyme that protects your telomeres. These are the end-caps to your chromosomes, which shorten as you age, and with stress or illness. When you don't have the right levels of telomerase, your telomeres shorten prematurely. The effect is particularly pronounced in areas where your cells reproduce and are refreshed more frequently, like your lungs, and your bone marrow. The implications are terrifying, but there is one that isn't: it's possible to test for it.

This summer, my sister and I decided to get tested together. We were warned of the insurance implications, but Europe was our safety net; if we had the genetic marker and insurance became a problem, we would relocate to somewhere with a functional healthcare system. The probability of neither of us having it was less than 25%. I gave up meat and alcohol in preparation for having to get a lot healthier; I knew the kinds of tests they made you do to prove you could cope with a lung transplant. Mostly, I hoped that my sister wouldn't have it; I could accept my own life coming to a premature end, but not hers. She's the most amazing person I've ever met, someone I am proud and bewildered to be related to; her life ending would be like turning the lights out in the universe. But in the end, we were clear, and both of us openly wept in the genetic counselor's office.

I don't know how much time we all get as a family, but we have today. We have this Christmas. I'm so grateful for the bonus time. This week, this holiday, I'm maing a resolution to be present, in the moment. I want to remember everything.

We have a half gallon of eggnog in the fridge. I can hear my family now, awake and down in the living room. I'm going to go downstairs, pour a little eggnog in my coffee - those West Point cadets missed a trick - and join them.