Brad Feld

Tag: book

venture-deals-3rd-editionThe third edition of Venture Deals: Be Smarter Than Your Lawyer and Venture Capitalist is going to print and pre-orders are up on Amazon. For everyone who has purchased, read, or reviewed our previous editions, thank you! While it’s difficult to know exactly how many copies have been sold (the joy of publisher metrics), it’s around 100,000 to date, which blows our mind since we had no expectations around this when we wrote the book in 2011.

We’ve added a lot to the third edition. In addition to fixing some lingering errors, lousy grammar, and poor word choices, we found a few more places to insert Oxford commas so Amy and Ryan would be happy.

There are two new forewords – one from Fred Wilson at USV (the VC perspective) and one from James Park, CEO and co-founder of Fitbit (the entrepreneur perspective). Dick Costolo’s foreword from the previous editions is preserved – it’s now an endword.

We addressed our gender problem. In the previous editions, we used only the male gender and explained our rationalization in the introduction. This rationalization felt silly and more like an excuse this time around, so we did the work to vary the use of female and male pronouns throughout the book.

We added more information on convertible debt including a section on new financial instruments like the safe.

There are two entirely new chapters. The first, on crowdfunding, covers both product and equity crowdfunding, and has an analysis on the good, bad, and scary around crowdfunding. The second, on why term sheets even exist, came out of our realization that many of the investments we’ve made in the past few years were done with handshakes and email outline of terms, rather than term sheets.

We added a section on Corporate Venture Capital, as there has been a Cambrian explosion of CVCs over the past few years, even though the concept of a CVC is not a new one.

We freshened up some of the examples. For example, the reference to FarmVille now is a reference to Pokémon GO. It is 2016 after all.

We have new back cover blurbs and a new dedication to some special people in our lives. We like to spread the love around.

Finally, the old website AskTheVC.com is now VentureDeals.com.  As part of this, we’ll be releasing a teaching guide, lots of ancillaries, and other fun stuff that adds to the book. Yeah – we’ve got some work to do to freshen up the site and get all of this stuff out, but that’s what November is for. And yes, we’ll start blogging on it again.

Thanks to everyone for all their help, support, and interest in Venture Deals over the years. Most of all, thank you Jason for being an awesome collaborator and partner.


In case you are curious, based on the feedback I got to Is Republishing To Medium Worth It?, the answer, at least for now, appears to be Yes. So, if you are reading this on Medium, enjoy!

I’m a huge Tracy Kidder fan. I read The Soul of A New Machine as a senior in high school and, even though I don’t include it in the reason I went to MIT, I’m sure it played a part. To this day, it’s still one of my favorite books, although I haven’t read it in many years. I just kindled it (and several other Tracy Kidder books I’ve decided to re-read) and expect it’ll be in my near term reading list.

About a month ago Paul English sent me an email asking me if I wanted to read an ARC of Tracy Kidder’s new book A Truck Full of MoneyPaul and I haven’t worked together, but I knew him from a distance because of Kayak, the Boston startup community, and a few interactions we’d had over the years, including a long conversation via videoconference where we talked about depression and his new company Blade.

My answer was a rapid yes after his mention of Tracy Kidder. But what really got my attention was the line in his email that follows:

“The book deals with my bipolar stuff, and your writings on depression have been meaningful to me.”

That’s about as vulnerable a sentence you will see from an entrepreneur. The idea of exposing oneself around this topic to a writer like Tracy Kidder was incredibly brave to me. So now I was doubly interested.

I read the book the day after it arrived at my office. It was five stars – off the charts awesome on many levels. I asked Paul if I could blog about it and he asked me to hold off until his publisher said it was ok to do it. It’s now ok to do so.

Tracy Kidder wrote an amazing book. Paul like many entrepreneurs, is a complex person. Kidder doesn’t dwell on the good or the bad. He shifts effortlessly between the past, present, and future. Paul is the main character, but it’s not Paul’s biography. Kayak plays a role, but so does Blade, as does Paul’s childhood and early jobs. Interleaf makes an appearance (if you remember Interleaf, you just dated yourself. If you don’t remember Interleaf, you need to go learn about it because it was a really important pre-Web and then Web-transition company.)

The book isn’t about mental health and biopolar disorder. But Paul’s struggle with it is woven throughout and by the end of the book you have a good understanding of how it has been both a positive and a negative force in Paul’s life and career. Kidder does a magnificent job of teasing out moments that create the example of bipolar disorder without pounding the reader over the head with it. All of this makes Paul a complete human rather than just an entrepreneurial machine.

In the absence of a spectacular writer, Paul’s story is a fun one to read. But Kidder brings out another layer to the story, the person, the personality, how bipolar disorder impacts Paul and everyone around him, and how they respond, adjust, and calibrate to it.

Ultimately, it’s an incredibly intimate book. While I’m very open about my life, it takes an absurd amount of courage to hand yourself over to someone like Kidder. Paul did it in the context of his own struggles with bipolar disorder, against the backdrop of a complex entrepreneurial journey, at the beginning of his next act.

The only thing I disliked about the book was the title. It’s catchy, but it doesn’t capture the complexity of the book, or the protagonist. But that’s ok – titles are hard to get right and are really just a pointer to the content of the book.

Paul – thanks for being brave enough to let yourself be the subject of a Tracy Kidder book. Tracy – while I don’t know you, know that you have a mega-fan out in the world who has read all of your books. And, if you are an entrepreneur, investor, or curious about the intersection of mental health and entrepreneurship, or just love a great non-fiction book that reads like a novel, A Truck Full of Money should be the next book you read.

 


An annoying thing about Twitter Search is that it’s not good enough to help me find who tweeted at me that Dark Matter by Blake Crouch is something I should read. I scrolled through my @mentions until I was annoyed after trying to search but not being able to figure out how to scope the search so I could only search @mentions = bfeld (or maybe my problem is that it should be @mentions == @bfeld).

Whoever it was – thank you! Dark Matter was awesome. It’s the first book I read Saturday as part of my decompress from the week and feel better from trying to eat yogurt maneuver that I ended up playing out throughout the day.

I love near term sci-fi. I especially love right now sci-fi – stuff that happens in current time but incorporates a scientific breakthrough that is currently being explored.

Dark Matter is all about the concept of an infinite number of parallel universes. The scientific breakthrough is the notion of quantum superposition easily explained by the Schrödinger’s cat thought experiment.

The book is a magnificently fast romp that includes kidnapping, research institutions, love, family, death, religion, the nature of the universe, psychological intrigue, really complex relationship dynamics, and a whole bunch of other stuff that makes a novel irresistible to put down. There were a few plot twists that I anticipated or figured out before they came, but generally I rode the wave of the book.

If you are a sci-fi fan or just like a great action adventure novel with nerdy underpinnings, this is for you. And if you are wondering whether we are actually just part of a computer simulation, this book will help you understand that theory better.


Tell All Books are nothing new and some of the most explosive ones of all time have already come from California (in and around Hollywood). Suddenly, tell alls are focusing on high tech companies instead of movie stars. So far this year two have been published with a lot of fanfare and I bet there are several others that are under contract from major publishing houses.

The first was Dan Lyons book Disrupted: My Misadventure in the Start-Up Bubble which is about his time at Hubspot. I love that the very first review on the Amazon page for the book is from the Los Angeles Times and says “Disrupted by Dan Lyons is the best book about Silicon Valley today” as it is indicative of the content of the book, which I’d categorize as ironic at best and notionally confused. Why? Because, ahem, Hubspot is in Boston, where the majority of Lyons’ book was based.

The second, which I gobbled down on Friday and Saturday, is Chaos Monkeys: Obscene Fortune and Random Failure in Silicon Valley by Antonio Garcia Martinez. This book actually takes place in Silicon Valley and we get to spend a lot of time at Y Combinator, Twitter, and Facebook.

Both books are classic tell alls, which is to say that they are juicy, salacious, sarcastic, nasty, critical, provocative, self-effacing, cringeworthy, and generally an effort in both education (“let me tell you how the world works”) and self-justification (“look at the injustice visited on me by how the world works.”) Each will titillate, depress, sadden, frustrate, and amuse you. Each will likely cause you to have conflicting feelings about the authors. I expect both authors view this as “the truth – at least my truth – is more important than being liked.” Or maybe they just got healthy advances from their respective publishers (Hachette and Harper).

While I have no interest in debating either Lyons’ or Martinez’s personal truth, I fell like their excessive cynicism and general loathing of most of the people they worked with undermined their stories. While big swaths of each books were fun to read, some parts of them didn’t ring true to me, especially in the case of Lyons, where I felt like I was reading the words of a sad and angry person trying to justify – in hindsight – what had happened to him. Occasionally there would be a bright spot and I’d feel like the story had turned a corner and was going to have some positive content, but in both cases they turned dark quickly again.

Having read my share of tell alls over the year, including some that were passed off as autobiographies, I mostly feel sad – sometimes for the writer and sometimes for all the people in his way. I hope that the process of writing the tell all gives some release and closure on what clearly was an unpleasant and unfulfilling life experience. Or, I’m hopeful it leads to more enlightenment, or a more satisfying role in life for the person, as it appears it has for Dan Lyons from a casual read of his blog.

I don’t know Lyons or Martinez, but I know plenty of people in each of their books. Sometimes I share their view of the people they write about. Other times I don’t. But I kept searching for some optimism somewhere in each of these books and found none. Ultimately, that is what disappointed me about each of the books.


A few weeks ago I had lunch with John Dearie to discuss a new non-profit he has started called The Center for American Entrepreneurship. Several friends and people I respect a lot are on the board, including Lucy Sanders (NCWIT), Troy Henikoff (Techstars Chicago), Bob Litan (Brookings Institute), Rebecca Lovell (Seattle’s Office of Economic Development), Monisha Merchant (formerly Senator Bennet’s Economic Advisor), Jonathan Ortmans (Global Entrepreneurship Network), Jason Seats (Techstars), Dane Stangler (Kauffman Foundation), and Vivek Wadhwa (Stanford).

When I know, work with, and respect more than 50% of the board of a new non-profit, I pay attention. I’m glad I did – the conversation with John was stimulating. He has a vision and the experience to create a non-partisan organization to engage and educate people, especially policymakers in government, regarding the critical importance of entrepreneurs and startups to innovation, economic growth, and job creation.

While that might sound like a mouthful, I’ve been railing against the limitations of the way our government thinks about entrepreneurship for a decade. I’ve had a number of meetings over the years with the Small Business Administration (SBA) whose name says it all. I’ve often encouraged them to rename themselves the High Growth Entrepreneurship Administration, or even to create a separate organization, or split the SBA in two, or, in a fit of libertarianism, eliminate the SBA altogether. But, I know that none of that is going to happen because of a number of factors, including the fundamental lack of understanding in government about the difference between small business and high growth entrepreneurial businesses. Oh, and inertia.

Over the last few years, I’ve been exploring the idea that we really have two types of small businesses: local businesses and startup businesses. Both are important, but they have very different needs and contribute to the fabric of our economy in very different ways. As John and I were talking, he slid his book, Where The Jobs Are: Entrepreneurship and the Soul of the American Economy, across the table to me. I turned the pages and then over the weekend I read it while laying on the couch after a run.

It’s a great book that every policy maker in government at any level should read. It’s the first book I’ve seen that lays out an effective set of policy recommendations, with substantiation, for the startup society that we are living in. Against the backdrop of total government confusion about economic growth dynamics, combined with endless shallow rhetoric about what to do, I found it to be refreshingly optimistic.

While The Center For American Entrepreneurship website has a series of pages describing the issues and solutions to them, I didn’t find a crisp summary of the book on the web. So I decided to create an outline of the policies and the recommendations. They follow. If you disagree with any, or have any to add, please toss them in the comments as I evolve this as a list of “ways government can help startup communities.”


“Not Enough People with the Skills We Need”

  • Incentivize STEM Education
  • Launch a Curriculum-Focused Dialogue Between Business and Education
  • Launch an Education Reform Dialogue Among America’s Educators
  • Incentivize Experienced Talent to Consider Joining Growing Startups

“Our Immigration Policies Are Insane”

  • Eliminate the Cap on H-1B Visas
  • Award “Graduation” Green Cards
  • Create a “High-Skill Immigrant” Green Card
  • Create a “Startup Visa”
  • Create CitizenCorps

“Not All Good Ideas Get Funded Anymore”

  • Make the SBA More Entrepreneur-Friendly
  • Incentivize the Formation and Commitment of Angel Capital
  • Fix Venture Capital by Fixing the IPO Market
  • Cultivate the Formation of Viable New Businesses
  • Increase Startups Access to Capital
  • Enhance the Science and Technology Capacity of the U.S. Workforce

“Regulations Are Killing Us”

  • Devise a Preferential Regulatory Framework for New Business
  • Require Third-Party Review of All Proposed Regulations
  • Create a Regulatory Improvement Commission
  • Rank States’ Regulatory Environment

“Tax Payments Can Be the Difference between Survival and Failure”

  • Establish a Preferential Tax Framework for New Businesses
  • Allow Cash Method of Accounting for the First Five Years
  • Allow 100 Percent Expensing of Business Investment for the First Five Years
  • Pass the Startup Innovation Credit Act

“There’s Too Much Uncertainty – and It’s Washington’s Fault

  • Gradually But Significantly Reduce the Federal Budget Deficit and National Debt
  • Enact Comprehensive Competitiveness-Enhancing Tax Reform
  • Increase the Research and Development Tax Credit – and Make It Permanent
  • Return Federal Funding of R&D to 2 Percent of GDP
  • Jump-Start America’s Trade Agenda
  • Negotiate a U.S.-China Free Trade Agreement
  • Combine and Modernize Unemployment Insurance and Trade Adjustment Assistance

Yesterday was not an awesome day.

I was tired from my run on Saturday and a late-ish night so I slept in. Amy got up with the dogs. When I woke up, our country was deep in the fallout from the worst mass shooting in the history of the U.S. I was shocked by the shooting, then angry about some of the responses, and then ultimately – with Amy – just sad about the whole thing. Love is so much more powerful than hate, and there is so much hate in the world right now.

So I went for a long run. That didn’t help much so I took a nap and laid down on the couch and read the book at the top of my pile of infinite books. Other than being with Amy and seeing Mark Pincus and Dick Costolo in a cameo on Silicon Valley, reading The Curve was the best part of my day.

Jeremy Blachman, the co-author, wrote a book a decade ago called Anonymous Lawyer which I loved. It almost inspired me and my partner Jason to write a book titled Anonymous VC, but Jason decided to make the video I’m a VC instead. Jeremy sent me an advanced reader copy (ARC in the book trade) of The Curve so my simple task was to read it.

I enjoyed it a lot. I’m not a lawyer, but I’m surrounded by them (Jason used to be a lawyer and some of his best friends are lawyers). I didn’t go to law school but I’ve become very involved at CU Law and Silicon Flatirons around their entrepreneurship initiatives (Phil Weiser and Brad Bernthal are close friends.) I’m not deeply involved in politics, but about 25% of the people I interact with in politics went to law school.

The Curve is a super snarky take on law school. It chronicles the year of a fictional law school in New York – one at the bottom of the barrel. One of the protagonists is a first year law school teacher who quit his job as a high powered New York corporate lawyer to achieve more meaning in his life. The cliche “be careful what you wish for” comes immediately to mind.

It’s a fun, quick read. I enjoyed the dramatic twists, the sarcasm, and the characters, especially as the book cranked into the second half. Once it hit it’s full speed around page 100, there was no stopping it.

If you are a lawyer, or a law school student, or just know a bunch of lawyers and law school students, this book is for you.

And … this just in. Microsoft to buy LinkedIn for $26.2 billion. Nice job on the marathon Reid and Jeff!


If you are a movie producer and you want to actually make an AI movie that helps people really understand one of the paths we could find ourselves going down in the next decade, read vN: The First Machine Dynasty by Madeline Ashby.

I’ve read a lot of sci-fi in the past few years that involves AI. William Hertling is my favorite writer in this domain right now (Ramez Naam is an extremely close second) although his newest book – Kill Process (which is about to be released) is a departure from AI for him (even though it’s not AI it’s amazing, so you should read it also).

I can’t remember who recommended Madeline Ashby and vN to me but I’ve been enjoying it on Audible over the past month while I’ve been running. I finished it today and had the “yup – this was great” reaction.

It’s an extremely uncomfortable book. I’ve been pondering the massive challenge we are going to have as a mixed society (non-augmented humans, augmented humans, and machines) for a while and this is the first book that I’ve read that feels like it could take place today. Ashby wrote this book in 2012 before the phrase AI got trendy again and I love that she refers to the machines as vNs (named after Von Neumann, with a delicious twist on the idea of a version number.)

I found the human / vN (organic / synthetic) sex dynamic to be overwhelming at times but a critically important underpinning of one of the major threads of the book. The mixed human / vN relationships, including those involved parenting vN children, had similar qualities to some of what I’ve read around racially mixed, religiously mixed, and same-sex parents.

I’ve hypothesized that the greatest human rights issue our species will face in the next 30 years is what it actually means to be human, and whether that means you should be treated differently, which traces back to Asimov’s three laws of robotics. Ashley’s concept of a Fail Safe, and the failure of the Fail Safe is a key part of this as it marks the moment when human control over the machines’ behavior fails. This happens through a variety of methods, including reprogramming, iterating (self-replication), and absorption of code through consuming other synthetic material (e.g. vN body parts, or even the entire vN.)

And then it starts to get complicated.

I’m going for a two hour run this morning so I’ll definitely get into the sequel, iD: The Second Machine Dynasty.


While listening to Harry Stebbings interview Boris Wertz on the 20 Minute VC, I heard Boris refer to his free ebook A Guide To Marketplaces. So I read it.

It was a quick read, but very useful for anyone who is interested in marketplaces. Boris lays out all the terminology, explains different types of marketplaces, dynamics of building a marketplace, and metrics you should pay attention to.

If you are building or investing in marketplaces, make sure you grab a copy and read it.


We are starting to work on the teaching materials for the 3rd edition of Venture Deals, which is coming out in the fall of 2016.

If you have either taught or taken a class using Venture Deals and are willing to talk to our publisher at Wiley about what kind of teaching materials would make the book even more useful, please send me an email.

As part of this, we are doing a refresh of the Ask the VC website so if you have suggestions for that, just toss them in the comments.