Brad Feld

Category: Books

One of my favorite things in the world to do is lay on my couch and read.

Last night I finished Elon Musk: Tesla, SpaceX, and the Quest for a Fantastic Future by Ashlee Vance. I didn’t expect to love it because I’m usually disappointed by biography written about people who are still alive.

I loved it and couldn’t put it down. I started it Sunday afternoon. A big biography typically stretches out over a week for me so gobbling it up in two evenings was pretty fast for me for a chunky (400+ page) biography.

I don’t know Elon Musk, but I know a lot of characters in the book. I’m friends with his brother Kimbal, who is prominently featured (I’ve invested in two of Kimbal’s companies – OneRiot, which wasn’t successful, and The Kitchen, which is doing incredibly well.) I’ve gotten a taste of Elon through my friendship with Kimbal, but I’m definitely not part of the social circuit the two travel in together, which has limited my frame of reference to random conversations with Kimbal after he’s come back from a SpaceX rocket launch.

In the past few years, Elon’s star as an entrepreneur has been burning bright. Vance’s book does what any good biography should – it covers the good and bad along the journey. Vance expresses his own skepticism and anxiety at the beginning, as his initial efforts to get Elon engaged in the book project didn’t work. Eventually a switch flipped, Elon engaged, Vance used it constructively.

From a purely factual point of view, I have no idea how accurate the book is. But many of the stories line up with whatever I remember from points in time. Some of the negatives are consistent with what I’d heard in the past, while others were new to me. Same with the positives. There’s plenty of broken glass along the way, including some that Elon has famously eaten while staring into the abyss.

Overall, the book paints a very comprehensive picture of someone who on the surface feels extremely complex, but simultaneously very internally consistent. This combination of complexity and consistency is by no means easy, nor does it result in a straightforward person or a clean path from past to present. I think that’s what I liked best about the book – Vance didn’t try to boil it all down, but let it flow with all the messiness that is an amazing life pushing the edge on all dimensions.

Highly recommended.


Following is a guest post from my friend Eliot Peper. I met Eliot several years ago when he approached me about his first book. I loved his writing and FG Press went on to publish Eliot’s first two books – Uncommon Stock: Version 1.0 and Uncommon Stock: Power Play.

Eliot’s third book, Uncommon Stock: Exit Strategy came out recently and the topic is particularly timely. Enjoy some deeper thoughts of his on why. Oh – and grab Eliot’s books – they are awesome.

Our institutions are failing to protect us. In fact, they’re not even trying. That wasn’t what I set out to discover when I started drafting my first novel. I just wanted to write a page-turner about tech startups with enough real grit to make readers think (true fans may remember that I noted my original inspiration right here in a previous guest post). To research the book, I interviewed federal special agents, financial service executives, money laundering investigators, cybersecurity experts, investors, and technologists in order to deepen the story’s verisimilitude.

The novel turned into a trilogy and along the way I discovered how fact can be far more disturbing than fiction (a point of frustration for novelists). Every day, our government officials, bankers, and corporate leaders are betraying our trust through shortsightedness and technical ignorance.

The now-infamous breach of The Office of Personnel Management by state-sponsored Chinese hackers shocked the nation. Detailed background files on more than twenty-two million Americans were stolen. The pilfered data included medical history, social security numbers, and sensitive personal information on senior officials within The Department of Defense, The Federal Bureau of Investigation, and even The Central Intelligence Agency. The national security implications are staggering.

The emperor may have no clothes but he doesn’t stand alone. Every year, hundreds of millions of dollars are spirited away from major financial institutions. The United Nations estimates that organized crime brings in $2 trillion a year in profits and the black market makes up 15–20% of global GDP.

How do cartel bosses, arms dealers, and human traffickers stash their cash? By working with corrupt insiders, exploiting legal loopholes, lobbying crooked politicians, and taking advantage of the same kinds of technical weaknesses that made the OPM hack possible. They are only able to get away with it because banks and regulators turn a blind eye or, more often, don’t even know when it’s happening.

Large organizations like government agencies and international financial institutions started incorporating software into their operations decades ago. Ever since, they have consistently chosen to pile new updates on top of old code rather than rebuild systems from the ground up. Why? In the short run, it’s cheaper and easier to address the symptom instead of the cause. Now, that shortsightedness is catching up with them.

All of this is just what we know about already. It takes a median of 229 days for data breaches to even be discovered. That’s a long time for criminals to be inside our systems, building new backdoors for future exploitation. Worse, institutions are loath to report breaches even when they are uncovered for fear that our trust in them will degrade even further.

The software powering the digital infrastructure of our institutions is a mess of half-measures, lost source code, and mind-boggling integrations. It’s like a vault built out of swiss cheese, a house resting on a matchstick foundation, or the plot of a telenovela. You can choose your own metaphor, but every hole is a VIP ticket for society’s antagonists.

And that’s not all. In a study released earlier this month, The Government Accounting Office found that many federal examiners in charge of bank information security audits have little or no IT training. They also discovered that regulators are not even doing comparative analysis on system-wide deficiencies, limiting their scope to individual banks. Worse, the National Credit Union Administration lacks the authority to examine third party service providers to credit unions, leaving large segments of their systems beyond the jurisdiction of examiners. It’s painfully ironic that at a time when the NSA terrifies us with its digital omnipotence, so many government agencies can’t get their act together for legitimate enforcement. Our watchdogs are asleep on their feet.

Whether their endgames are espionage or financial malfeasance, we’re making it too damn easy for bad guys to do their dirty work. I was only trying to make my books feel real but now reality is forcing me to suspend disbelief. It makes for great plot twists, but verisimilitude isn’t worth this level of vulnerability.

These are big problems. Big problems always represent big opportunities for creative founders. Mattermark just released their first report on the hottest cybersecurity startups. But we need fixes that are even more fundamental than security. We must rebuild the technical infrastructure and human governance systems that shape our institutions. That change might come from an extraordinarily dedicated internal leader or it might emerge from a garage in Boulder.

We need hackers, makers, artists, and independent thinkers. We need to play smarter and think long-term. We need to call our leaders to action. We need to educate ourselves and build a future in which we can thrive, not fight to survive.  


From Chattanooga to Omaha to Las Vegas, many cities in the US – and around the world – are building startup communities. An important part of doing this to attract, retain, and mentor more young people.

Behind every successful startup community is a group of young people with their entire life ahead of them. These youngsters aren’t afraid to take on projects bigger than themselves and won’t take no for an answer. They come from all different walks of life, places around the globe, and with varied experiences and knowledge. And they all come with enthusiasm and a desire to learn. Over time, as they learn who they are as young adults, they grow the communities they are a part of into something unique.

A new book that just came out, 2 Billion Under 20: How Millennials Are Breaking Down Age Barriers and Changing the World, highlights the stories of young kids across the globe who are creating ripples in their own communities.One of the millennials highlighted in the book is Fletcher Richman, now the platform manager at Galvanize Ventures.

As a University of Colorado at Boulder student, Fletcher Richman co founded Spark Boulder, Colorado’s first student coworking space, which Amy and I have financially supported (check out the bathrooms the next time you are there.) In his junior year in college, he largely directed and oversaw the fundraising, construction, and day-to-day operations of Spark. Fletcher could always be found meeting student entrepreneurs and would regularly seek out and offer other promising students internships at growing Boulder startups. He also helped create a set of classes at Spark that help students learn iOS Development, growth hacking, and front end web development.

Fletcher is constantly thinking about new ways to grow our startup community and young people like him that have made an enormous contribution to Boulder’s growing startup scene. But they’ve also made contributions like Fletcher’s all over the world. The book 2 Billion Under 20 has great examples of millennials from Iowa to Israel doing things similar to what Fletcher does to make their startup communities more successful.

Young people have the opportunity to move and build their life anywhere they want. So how do growing communities retain them? When I asked Fletcher why he chose to stay in Boulder, he said “everyone is very supportive and wants to help mentor you, so you learn a lot and have the ability to grow without feeling like you’re in a rat race.” Young people want to constantly be learning, contribute in a meaningful way and have the work they do be personally relevant and important to them.

It’s easy to talk about attracting more talent to your city, growing your community and creating a new spot on the map for startup innovation. It’s easy to get caught up in the numbers of how many companies your community has launched, how many have raised capital, how many jobs they’ve created, and how many have exited. But to do any of this over a long period of time you need to pay attention to those young dreamers who are already in the community and engage and mentor them to reach their full potential.


Ernest Cline’s second book, Armada, is almost as wonderful as his first book, Ready Player One. While plenty of folks on Amazon are giving it mediocre ratings, I think it’s because they don’t understand what Cline really did here.

Both books are scifi. Both books are heavily gamer influenced. Each moves fast. However RPO is complicated while Armada is straightforward. And that’s important, since RPO is missing the majority of self-referential human subtext – ala Lost – that Armada is filled with. The DHARMA Initiative has nothing on the Earth Defense Alliance. I mean, c’mon, even the EDA logo kicks DHARMA’s logo lameness.

I was born in 1965. Ernest Cline was born in 1972. The ten year period starting in the late 1970s made an indelible impression on each of us. We were too young for free love and Vietnam. But we were perfectly timed for the arc that started with Star Wars and drifted into adulthood with Star Trek: The Next Generation. And video games. And Memorex and cheesy 1980s TV and commercials (go to 25:45 in the video below for the Doublemint Twin Montage.)

It was simply awesome how many ways Cline could weave my late adolescence and early adulthood into a fast paced book about the potential end of humanity which takes place almost in real time as you are reading it (I think the book took place over – at most – a few days.) While I read the first 25 pages last Sunday, I read the rest of it this weekend. I finished it today, after an epic afternoon nap, in time to go to dinner. I should have timed things a little better so I could have watched Avengers: Age of Ultron with Amy this afternoon (somehow I’ve convinced her to watch it with me.)

If you haven’t read Ready Player One, do yourself a favor and grab it. If you have, grab Armada. Ignore the “I’m disappointed the second book wasn’t as good as the first book” reviews. It’s different – and revel in the difference.


On Saturday, I polished off Hot Seat: The Startup CEO Guidebook. I started it last weekend at the tail end of my Weekend Reading on Startup Communities but four books weren’t in me so I didn’t finish it.

It was excellent and is now on my “all startup CEOs must read” list. My recommended book list for startup CEOs is very long, but there are only three books on the must read list.

  1. Startup CEO: A Field Guide to Scaling Up Your Business by Matt Blumberg
  2. The Hard Thing About Hard Things: Building a Business When There Are No Easy Answers by Ben Horowitz

and now #3: Hot Seat: The Startup CEO Guidebook by Dan Shapiro.

All three are from experienced CEOs. Each is a delightful mix of stories, advice, and experiences. They are all contemporary, highly relevant, and fun to read. Regardless of the number of times you’ve been a startup CEO, from having started ten companies to being an aspiring CEO/founder, you will learn a lot from each of them.

I don’t think I’ve ever physically been in the same place as Ben, but we’ve exchanged emails in the past and he was willing to allow me to republish his classic essay The Struggle in the book I wrote with my wife Amy – Startup Life: Surviving and Thriving in a Relationship with an Entrepreneur. In contrast, I’ve known and worked with Matt since 2001 when I first invested in his company Return Path (well – it’s a little more complicated than just an investment – see my post Return Path Launches Email Intelligence from 2012 where I recounted some of the story.)

Return Path is an extraordinary company that I’m proud to have been involved with for the past 12 years. At our board meeting last week, Matt gave me and Fred Wilson our 12 year anniversary gift – a pair of red Return Path-branded Adidas sneakers. I still vividly remember the phone call Fred and I had where we cut a deal to merge two nascent companies – Veripost and Return Path – in what became Return Path. We cut a deal in 10 minutes – I offered up a 50/50 merger and Fred suggested he wanted a little more since Return Path had raised 3x the money Veripost had. I responded with “how about 55/45″ and Fred said “it’s a deal.”

Matt has become one of my best friends and I treasure every minute I get to spend with him.

Dan is a new friend. The first email I remember getting from him was from 9/3/13, titled My new project: Robot Turtles, and he acknowledges in Hot Seat that it’s the one time he spammed everyone in his address book. I don’t know why I was in his address book, so I asked Dan, and he dug up his very first email to me, which happened to be about the term sheet series that my partner Jason Mendelson and I wrote that lead to our book Venture Deals.

First Email Between Shapiro and Feld

The first substantive email exchange we had was on 3/18/15, as a result of an intro from Ben Huh, the CEO of Cheezburger and another long time friend. We went back and forth on a rapid fire thread about Dan’s newest company Glowforge and the round he was starting to raise. We agreed to terms on a financing on 4/20/15 and closed a $9m financing with True Ventures on 5/8/15, at which point Amy and I went to Paris to celebrate (actually, we just went on vacation for one of our quarterly off the grid vacations.) There were a number of articles around the financing, but the best – and most thorough explanation of the company – was in Natasha Lomas‘s Techcrunch article Seattle’s Glowforge Is Building A Maker Machine To Challenge Amazon Prime.

Suffice it to say that in 75 days, I’ve gotten a good dose of Dan and am having an absolute blast working with him. He’s definitely got a healthy dose of evil genius combined with deep wisdom from being around the startup block a number of times. He’s tireless, intense, but delightfully funny and witty. He’s got extremely broad range as a CEO and entrepreneur, which comes through in his daily activities as well as his writing.

Which brings me back to Hot Seat. Like Matt and Ben’s books, it’s very fast paced. The chapters are short, written in first person, and easy to read. He’s not shy about calling things out clearly, including his own crazy experiences, especially the things he totally fucked up or had no idea about when he first encountered them. His examples are great, including some from mutual friends including Rand Fishkin and Ben Huh. The book is well organized and easy to dip in and out of. He flogs Venture Deals: Be Smarter Than Your Lawyer and Venture Capitalistwhich I put in the flattering special bonus category. And – he’s got great footnotes in each chapter which give you a special dose of his sense of humor.

I hope to get to work with Dan for a long time on Glowforge. But, regardless, I know I’ll be regularly recommending Hot Seat: The Startup CEO Guidebook to every CEO I know.


Amy and I had a very quiet weekend hanging out with each other, Brooks the Wonder Dog, and Super Cooper the Pooper. We like Memorial Day weekend – it always feels like the beginning of summer to us.

I read three books over the weekend. Since I was home, rather than reading on my Kindle, I grabbed some books from the infinite pile of physical books I have in my office. New stuff shows up every week – mostly business and entrepreneurship books, and the occasional “I think you’d like this” book. In addition, whenever I want something that isn’t on the Kindle, I just buy the physical book.

So this weekend was about startup communities with a bonus book on the startup visa tossed in for good measure.

The first was The Making of Silicon Valley: A One Hundred Year Renaissance. This book was written in 1995 and published by the Santa Clara Valley Historical Association so the updated subtitle should be “A One Hundred Year Renaissance – 20 Years Later.” Anyone interested in Silicon Valley, what it means, and how it came together should read this book carefully from cover to cover. There is so much shortened history out there, where the most extensive typically only goes back to Shockley, Fairchild, The Traitorous Eight, and the founding of Intel. The history is so much richer, the one page stories about the companies the shaped each era are just awesome, and the perspective of what 120 years really means for a the startup community that is undeniably the most robust in the world right now is very powerful. It also ends just as the rise of the Internet begins, so it’s the long arc of Silicon Valley is not overshadowed by the last twenty years.

The next book I read was Screw the Valley: A Coast-to-Coast Tour of America’s New Tech Startup Culture. I don’t like the title – it’s too intentionally provocative for my tastes because I’m not anti-Silicon Valley but rather pro-building startup communities everywhere – but the book is excellent. Timothy Sprinkle interviewed me early in his process and then set off on an almost one year trip across the US where he spent real time in Detroit, New York, Las Vegas, Austin, Kansas City, Raleigh-Durham, and Boulder. He writes extremely deep stories about each startup community, along with strengths, weaknesses, and things that are going on that shape them. I show up in a number of times, both personally along with references to my book Startup Communities, and Timothy does a nice job of using some of the concepts from Startup Communities to draw out major themes in each city. This is a great snapshot in time – right now – to show how startup communities develop anywhere.

The last book I read was The Startup Visa: Key to Job Growth & Economic Prosperity in America. Tahmina Watson wrote an extremely clear and easy to process book on the problem of the startup visa, why the US immigration system and visa process doesn’t work for entrepreneurs, why this matters, and makes recommendations about what to do about it. She also gives a nice history of the various bills in Congress, going back to S.3029 in 2010 (Lugar, Kerry) titled “The Startup Visa.” It’s disappointing that it’s five years later and Congress can’t seem to get a bill on the Startup Visa passed – or anything on immigration for that matter – but that’s life in government.

If you want a real punch line to the whole situation, read the short article from the NY Times Magazine – Debunking the Myth of the Job-Stealing Immigrant by Adam Davidson. Amy handed it to me on Monday and I said “I don’t really feel like reading another thing on immigration because I’m so annoyed by our lack of progress.” But then I did, and it was a great read.


David Cohen coined the phrase “do more faster” and then we made it popular when we published the book by the same name back in 2010.

We wrote the book because it was becoming clear that doing more faster was exactly what businesses were striving to do and it subsequently became the Techstars mantra. As technological advancements gave both the entrepreneur and businessperson a new framework for productivity, goals across industries and departments started taking a new shape, but singing a similar tune: fit more into the day, produce more results, better results, cheaper results, and all in a shorter time frame than ever before.

Whether or not it’s overtly stated, the do more faster mentality has eked its way into nearly every aspect of business.

When Raj Bhargava and the JumpCloud team talked to me about extending the concept of doing more faster into the IT realm with an eBook, I was supportive.

IT departments stand to gain some of the most significant benefits from adopting a do more faster attitude. If they approach things correctly, IT admins can cultivate an extremely effective development / IT organization and increase the pace of business across their entire organization.

Many of the companies that we invest in help their customers increase the pace of their business so that they can grow faster, be more profitable, and be better corporate citizens. Throughout the years, I’ve noticed that the companies I see who successfully increased their pace of business have three things in common.

  • They decentralized decision making
  • They push the pace of their product development by more closely aligning with customers
  • They create a culture of action

To focus on the mantra of Do More Faster in IT, the JumpCloud team assembled a great group of people to write some thoughts on areas where organizations can pick-up the pace.

  • Gene Kim talks about one of the most important movements in the IT world, DevOps.
  • Alan Shimel, the founder and editor of DevOps.com, tackles how to make employees more productive through BYOD.
  • Ben Kepes nails the concept of hybrid organizations – those that are crossing the gap between old world industries and innovation.
  • Raj Bhargava (CEO of JumpCloud) tackles a few different subjects including how businesses can move faster by leveraging more commercial software rather than building from scratch, using remote employees, and leveraging wireless infrastructure.

The quest for increased speed doesn’t come for free. But that’s the beauty of Doing More Faster, Now with IT Control as Raj and his team discuss real steps businesses owners can take to solve the inevitable issues that come up when you start to move more quickly.

If you are interested in doing more faster within your development or IT organization, grab a copy of the JumpCloud eBook The Guide to Doing More, Faster (Now With IT Control).


As of today The Intel Trinity,The: How Robert Noyce, Gordon Moore, and Andy Grove Built the World’s Most Important Company wins my award for best business book of 2015.

I got an Apple ][ for my bar mitzvah in 1978. Ever since then I’ve been fascinated with computers and the computer industry. I obviously missed the 1950s and 1960s, but the history of that time period has deeply informed my perspective, especially the definition of Moore’s law by Gordon Moore in 1965.

I work with many first time and young entrepreneurs who know the phrase “Moore’s Law” but know nothing about the origin story of Intel or the history of how Moore’s Law built the base of an industry that we continue to build on. I also know many experienced entrepreneurs who seem to have forgotten that the phenomenon we experience around innovation, disruption, innovators vs. incumbents, and radical shifts in the underlying dynamics of markets is nothing new.

If you fall into this category, as hard as it may be to acknowledge, get a copy of The Intel Trinity and read it from cover to cover.

Michael S. Malone has written another excellent book (he’s one of my favorite tech history writers) that does more than document the history of Intel and its impact on the universe. The best part of this book is understanding the characters of Robert Noyce, Gordon Moore, and Andy Grove, especially how they worked together as early co-founders (Noyce / Moore), an initial management troika (Noyce/Moore/Grove), and the subsequent leadership of Intel for 30 years. It’s a powerful example of founding entrepreneurs and their leadership of a company from inception, through several near death events, to sustainable market dominance.

It also gives anyone who says “this time is different” some perspective. Just remember, “All this has happened before, and all of it will happen again.”


I first discovered David Eagleman in a 2011 New Yorker article titled The Possibilian that Amy had torn off and put in my “to read” pile. It was a fascinating long article on his research, life, and ideas about time and death especially around the question, “Why does time slow down when we fear for our lives?”

In the section about studying drummers (yup – it’s a wide ranging article), Brian Eno is introduced. I’ve been intrigued with Eno ever since college when I listened to his Ambient albums over and over.

“Eno first met Eagleman two years ago, after a publisher he knew sent him a book of Eagleman’s short stories, called “Sum.” Modelled on the cerebral fiction of Borges and Calvino, “Sum” is a natural outgrowth of Eagleman’s scientific concerns—another spin of the lazy Susan that has circled back to the subject of time. Each of its forty chapters is a kind of thought experiment, describing a different version of the afterlife. Eagleman establishes a set of initial conditions, then lets the implications unfold logically.”

Yup – that got me. I downloaded Sum and read it. A spin of the lazy Susan is a great metaphor for it as each short story is a few pages long, totally random relative to the story before and after, and each about a different view of the afterlife.

While a few of them are “meh”, most are intriguing, surprising, depressing, unsettling, or powerful. It’s one of those books that stimulated me in a totally different way than normal. It wasn’t philosophy, but it wasn’t fiction, but it wasn’t science, nor was it science fiction. While defying categorization, it stimulated a lot of thought.

And, if you’d like a nice five minutes with Eagleman and Colbert, it’s a fun one. “There’s someone in my head but it’s not me” followed by “Are you high?” Nothing like a Pink Floyd reference by a neuroscientist.