Visiting Prison Again — With Defy Ventures

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A few weeks ago, I continued my education on an issue I’m passionate about — criminal justice reform and the prison system — when I participated in a Defy Ventures event at a California maximum security prison. It was an incredibly powerful day.

About 50 VCs and entrepreneurs, mostly from LA, trekked to the prison north of Los Angeles, under the organizing leadership of Mark Suster and Brad Feld and the non-profit Defy Ventures. Defy Ventures, in their own words, “transforms the lives of business leaders and people with criminal histories through their collaboration along the entrepreneurial journey.” Catherine Hoke, founder/CEO of Defy, is one of the most passionate entrepreneurs I’ve ever encountered — and I’ve encountered many passionate entrepreneurs.

From 9:15am-8pm we gathered with the inmates in an indoor gymnasium. The gym looked and felt like any other — except for the multiple signs on the wall that said “No Warning Shots Will Be Fired in the Gym” and for the gunner who paced back and forth from a ledge near the roof of the building, holding an automatic rifle.

The schedule was non-stop. Shaking hands, talking 1:1, listening to their business pitches. Many of the inmates were nervous: some told us that the opportunity to meet us was the biggest opportunity they ever had in their life. We were also nervous: we were in a max security prison. A day full of personal interactions with “criminals” forces you to abandon stereotypes and understand these men for who they are: human beings, flawed like all of us, but human.

The most powerful hour of the day occurred just after lunch. Inmates and volunteers lined up in two lines facing each other. There was about 7-8 yards separating the two lines, and a line of tape on the floor in the middle. We stared at each other across the line. Catherine posed a series of questions and asked us to step to the middle line if the statement was true for us. Example: “If you grew up in poverty, step to the line.” Almost every inmate stepped to the line; almost no volunteers did. “If your parents have been incarcerated, step to the line.” Almost every inmate stepped to the line; almost no volunteers did. And so on. It became abundantly clear very early on — and clear in the most visible way, as people physically stepped forward and back during the questions — that most of the inmates were dealt a set of cards in life that made “failure” a likelihood.

We were asked to maintain eye contact with the inmate standing directly across from us in the lineup. I didn’t know the backstory of the person I happened to line up across from. Then the question: “If you were arrested under the age of 17, step to the line.” He did. Then: “If you have been incarcerated for more than 20 years, step to the line.” He did. Those two questions stopped me cold. He made a mistake as a teenager, and has spent 20 years in the slammer. Are you kidding me? I choked up. Meanwhile, he maintained a steady, compassionate gaze, reaching out to shake volunteers’ hands whenever they stepped to the line.

Afterwards, I went up to him and learned his story. He was in for attempted murder — he had been out with a group of guys one night and one person had a gun and the prosecution proved there was intent to kill. I asked about his time behind bars. He said he spent several years at Pelican Bay, the notorious supermax prison in California, where the entire prison was on complete lock down for three straight years — meaning everyone was confined to their cell 23-24 hours a day. I can’t imagine the effect such isolation has on the human mind. By the end of our conversation, I couldn’t shake the feeling that this guy had been completely screwed by “the system” — the length and conditions of incarceration seemed utterly unjust.

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A year ago, I visited San Quentin State Prison and spoke to a group of 20 inmates about The Startup of You. They had all read the book and our 90 minute discussion was a mind blow — it opened my eyes to a population of people and a political issue to which I was totally blind. I wrote about my experience in this blog post.

I’ve been thinking about the criminal justice system ever since: how unjust the system is to so many, how prisons mete out punishment and yet often fail to cultivate rehabilitation, the philosophical basis for believing in redemption and second chances, among other topics.

My interest has led to me on several paths:

  • A friend and I spent a bunch of time brainstorming business ideas that would serve prisoners and their families. There are more than two million Americans locked up and many of them are gouged by predatory companies that supposedly “serve” their families. Specifically, a small number of telecom companies monopolize the phone systems inside prisons and charge ridiculous fees for inmates to call their families. Is there a way to disrupt them
  • I watched the Netflix documentary 13th, which is about the mass incarceration problem in America and how it’s connected to race. The film’s title is a reference to the 13th amendment which banned slavery. The film argues that mass incarceration is a modern version of racially-charged enslavement. I highly recommend the documentary.
  • I’ve been reading Shaka Senghor’s moving memoir Writing My Wrongs, about his 19 year incarceration for murder and ultimate redemption. Shaka did a tour of duty as an MIT Media Lab Fellow and delivered a popular TED talk. I’ve gotten to know Shaka a little bit and find him inspiring.
  • I donated money to The Last Mile and am headed back to San Quentin in a few weeks to speak to another group of men who are reading The Startup of You.

Speaking of The Last Mile, they have pivoted to a model that may, from my perspective, make it one of the most interesting programs in the prison reform marketplace of ideas: they’re teaching inmates how to code! They have set up computers in prison that let inmates code despite the computers not being connected to the internet. Coding instructors on the outside pipe in via live video chat to teach the inmates. Imagine if inmates could get paid for coding while on the inside (prisons as the new low-cost outsourcing option for companies!). And when they get out, the men possess one of the highest paid skills in the modern economy. Coding skills may be the most reliable path to economic self-sufficiency today.

Anyway, thank you to Defy Ventures for all the work you are doing to tackle one of America’s most morally pressing issues. And thank you to Brad and Mark for inviting me on the unforgettable trip.

Book Review: Sapiens: A Brief History of Humankind

sapiensOne of my favorite books of 2016: Sapiens: A Brief History of Humankind by Yuval Noah Harari. I feel a little sheepish joining the parade of praise — everyone in Silicon Valley seems to be reading the book. I’ve wandered into more than one cocktail party conversation where someone is going on about how myths underpin modern society (which is one of the arguments of the book).

It’s extraordinary in scope, engagingly written, and full of provocative factoids that make you stop and think. Through it all, there is an overarching argument about why homo sapiens overtook other human species on earth (punch line: our ability to cooperate and trade with strangers). And he also presents a history of the world that’s driven by what he calls three revolutions: cognitive, agricultural, scientific.

But even if you don’t follow the overarching argument, there’s plenty to think about when it comes to ancient history, animal rights, religion, happiness, and technological revolution. Not surprisingly, with so much ground covered, subject matter experts have quibbled (or more than quibbled) with some of Yuval’s claims, though nothing triggered me to lose trust in Harari as a guide.

I highlighted 170 sentences or paragraphs in the book. I’ve pasted a bunch of them below. As always, each paragraph is a new thought, and all are direct quotes from the book.


The truth is that from about 2 million years ago until around 10,000 years ago, the world was home, at one and the same time, to several human species. And why not? Today there are many species of foxes, bears and pigs. The earth of a hundred millennia ago was walked by at least six different species of man. It’s our current exclusivity, not that multi-species past, that is peculiar – and perhaps incriminating. As we will shortly see, we Sapiens have good reasons to repress the memory of our siblings.

The fact is that a jumbo brain is a jumbo drain on the body. It’s not easy to carry around, especially when encased inside a massive skull. It’s even harder to fuel. In Homo sapiens, the brain accounts for about 2–3 per cent of total body weight, but it consumes 25 per cent of the body’s energy when the body is at rest. By comparison, the brains of other apes require only 8 per cent of rest-time energy. Archaic humans paid for their large brains in two ways. Firstly, they spent more time in search of food. Secondly, their muscles atrophied. 

Death in childbirth became a major hazard for human females. Women who gave birth earlier, when the infant’s brain and head were still relatively small and supple, fared better and lived to have more children. Natural selection consequently favoured earlier births. And, indeed, compared to other animals, humans are born prematurely, when many of their vital systems are still under-developed. A colt can trot shortly after birth; a kitten leaves its mother to forage on its own when it is just a few weeks old. Human babies are helpless, dependent for many years on their elders for sustenance, protection and education.

Raising children required constant help from other family members and neighbours. It takes a tribe to raise a human. Evolution thus favoured those capable of forming strong social ties. In addition, since humans are born underdeveloped, they can be educated and socialised to a far greater extent than any other animal. This is a key to understanding our history and psychology. Genus Homo’s position in the food chain was, until quite recently, solidly in the middle. For millions of years, humans hunted smaller creatures and gathered what they could, all the while being hunted by larger predators. It was only 400,000 years ago that several species of man began to hunt large game on a regular basis, and only in the last 100,000 years – with the rise of Homo sapiens – that man jumped to the top of the food chain.

Millions of years of dominion have filled them with self-confidence. Sapiens by contrast is more like a banana republic dictator. Having so recently been one of the underdogs of the savannah, we are full of fears and anxieties over our position, which makes us doubly cruel and dangerous.

According to this theory Homo sapiens is primarily a social animal. Social cooperation is our key for survival and reproduction. It is not enough for individual men and women to know the whereabouts of lions and bison. It’s much more important for them to know who in their band hates whom, who is sleeping with whom, who is honest, and who is a cheat.

How did Homo sapiens manage to cross this critical threshold, eventually founding cities comprising tens of thousands of inhabitants and empires ruling hundreds of millions? The secret was probably the appearance of fiction. Large numbers of strangers can cooperate successfully by believing in common myths.

In contrast, ever since the Cognitive Revolution, Sapiens have been able to change their behaviour quickly, transmitting new behaviours to future generations without any need of genetic or environmental change. As a prime example, consider the repeated appearance of childless elites, such as the Catholic priesthood, Buddhist monastic orders and Chinese eunuch bureaucracies. The existence of such elites goes against the most fundamental principles of natural selection, since these dominant members of society willingly give up procreation.

Trade may seem a very pragmatic activity, one that needs no fictive basis. Yet the fact is that no animal other than Sapiens engages in trade, and all the Sapiens trade networks about which we have detailed evidence were based on fictions. Trade cannot exist without trust, and it is very difficult to trust strangers. The global trade network of today is based on our trust in such fictional entities as the dollar, the Federal Reserve Bank, and the totemic trademarks of corporations.

Significant differences begin to appear only when we cross the threshold of 150 individuals, and when we reach 1,000–2,000 individuals, the differences are astounding. If you tried to bunch together thousands of chimpanzees into Tiananmen Square, Wall Street, the Vatican or the headquarters of the United Nations, the result would be pandemonium. By contrast, Sapiens regularly gather by the thousands in such places. Together, they create orderly patterns – such as trade networks, mass celebrations and political institutions – that they could never have created in isolation.

The pursuit of an easier life resulted in much hardship, and not for the last time. It happens to us today. How many young college graduates have taken demanding jobs in high-powered firms, vowing that they will work hard to earn money that will enable them to retire and pursue their real interests when they are thirty-five? But by the time they reach that age, they have large mortgages, children to school, houses in the suburbs that necessitate at least two cars per family, and a sense that life is not worth living without really good wine and expensive holidays abroad. What are they supposed to do, go back to digging up roots? No, they double their efforts and keep slaving away. One of history’s few iron laws is that luxuries tend to become necessities and to spawn new obligations.

As humans spread around the world, so did their domesticated animals. Ten thousand years ago, not more than a few million sheep, cattle, goats, boars and chickens lived in restricted Afro-Asian niches. Today the world contains about a billion sheep, a billion pigs, more than a billion cattle, and more than 25 billion chickens. And they are all over the globe. The domesticated chicken is the most widespread fowl ever. Following Homo sapiens, domesticated cattle, pigs and sheep are the second, third and fourth most widespread large mammals in the world. From a narrow evolutionary perspective, which measures success by the number of DNA copies, the Agricultural Revolution was a wonderful boon for chickens, cattle, pigs and sheep.

To ensure that the pigs can’t run away, farmers in northern New Guinea slice off a chunk of each pig’s nose. This causes severe pain whenever the pig tries to sniff. Since the pigs cannot find food or even find their way around without sniffing, this mutilation makes them completely dependent on their human owners. In another area of New Guinea, it has been customary to gouge out pigs’ eyes, so that they cannot even see.

Immediately after birth the calf is separated from its mother and locked inside a tiny cage not much bigger than the calf’s own body. There the calf spends its entire life – about four months on average. It never leaves its cage, nor is it allowed to play with other calves or even walk – all so that its muscles will not grow strong. Soft muscles mean a soft and juicy steak. The first time the calf has a chance to walk, stretch its muscles and touch other calves is on its way to the slaughterhouse. In evolutionary terms, cattle represent one of the most successful animal species ever to exist. At the same time, they are some of the most miserable animals on the planet.

Until the late modern era, more than 90 per cent of humans were peasants who rose each morning to till the land by the sweat of their brows.

Yet the idea that all humans are equal is also a myth. In what sense do all humans equal one another? Is there any objective reality, outside the human imagination, in which we are truly equal? Are all humans equal to one another biologically?

So here is that line from the American Declaration of Independence translated into biological terms: We hold these truths to be self-evident, that all men evolved differently, that they are born with certain mutable characteristics, and that among these are life and the pursuit of pleasure.

When, in 1860, a majority of American citizens concluded that African slaves are human beings and must therefore enjoy the right of liberty, it took a bloody civil war to make the southern states acquiesce.

How do you cause people to believe in an imagined order such as Christianity, democracy or capitalism? First, you never admit that the order is imagined. You always insist that the order sustaining society is an objective reality created by the great gods or by the laws of nature. People are unequal, not because Hammurabi said so, but because Enlil and Marduk decreed it. People are equal, not because Thomas Jefferson said so, but because God created them that way. Free markets are the best economic system, not because Adam Smith said so, but because these are the immutable laws of nature. You also educate people thoroughly.

An objective phenomenon exists independently of human consciousness and human beliefs. Radioactivity, for example, is not a myth. Radioactive emissions occurred long before people discovered them, and they are dangerous even when people do not believe in them.

The subjective is something that exists depending on the consciousness and beliefs of a single individual. It disappears or changes if that particular individual changes his or her beliefs. Many a child believes in the existence of an imaginary friend who is invisible and inaudible to the rest of the world. The imaginary friend exists solely in the child’s subjective consciousness, and when the child grows up and ceases to believe in it, the imaginary friend fades away. The inter-subjective is something that exists within the communication network linking the subjective consciousness of many individuals. If a single individual changes his or her beliefs, or even dies, it is of little importance. However, if most individuals in the network die or change their beliefs, the inter-subjective phenomenon will mutate or disappear. Inter-subjective phenomena are neither malevolent frauds nor insignificant charades. They exist in a different way from physical phenomena such as radioactivity, but their impact on the world may still be enormous. Many of history’s most important drivers are inter-subjective: law, money, gods, nations.

If I alone were to stop believing in the dollar, in human rights, or in the United States, it wouldn’t much matter. These imagined orders are inter-subjective, so in order to change them we must simultaneously change the consciousness of billions of people, which is not easy.

The Sumerians thereby released their social order from the limitations of the human brain, opening the way for the appearance of cities, kingdoms and empires. The data-processing system invented by the Sumerians is called ‘writing’.Continue reading “Book Review: Sapiens: A Brief History of Humankind”