Brad Feld

Month: May 2015

Amy and I just got back from a great week off the grid in Paris. We were both exhausted and badly needed a break. When we want to get away from humans, we go to our place in Homer. When we want to lose ourselves in a big city, we go to Paris. We both are incredibly refreshed feeling and happy to be home with the rapidly growing puppy Super Cooper and his friend Brooks the Wonder Dog.

Before I left I did 15 minute interview on WGBH’s Innovation Hub program. I’m happy to do an interview with WGBH anytime they call given the number of hours of my life I spent listening to them during my twelve years living in Boston.

I listened to it on the ride home from the airport yesterday and thought it was one of the better short interviews I’ve done in a while. Enjoy!


For many years I was often the youngest person in the room. I started my first company at 19 and had already had several bizarre “too young” experiences by the time I was 21. I vividly remember almost losing our largest client at the time because they had taken my partner Dave out for drinks (he is three years older than me) and they somehow pried out of him that I was only 21. That generated a lot of anxiety for a week or so.

I’m at the Big Omaha Conference today for the first time. I’m a big fan of Jeff Slobotski and have been semi-gracefully dodging his invites for years. This year I thought I’d come hang out for a day. So here I am.

Last night I went to the VIP pre-opening party. I hung out and talked to some folks and then realized I was hungry. They only food at the party was meaty stuff (other than some creamy artichoke dip) so I went for a walk around the part of downtown Omaha we were at (11th Street-ish) looking for dinner. I found a Mexican place and sat down for a nice quiet meal before the event started. About half way through I was joined by two others – both locals – who are at the conference and recognized me. Both are younger VCs so we had a nice conversation that was hopefully helpful and interesting to them. I learned a little about the scene in Omaha, so that was useful to me. And I enjoy small dinners a lot, so three people was perfect. And the cheese enchilada was exactly what I wanted.

We wandered over to the opening party around 8:30. I was already tired but I figured I’d give it a try. The entryway was subdued and pleasant as people were checking in and getting name badges. They were all a lot younger than me.

We then walked down a long hall and up some stairs into a huge room throbbing with music. Over the next 30 minutes, I said hello to a few folks I recognized, had a few others introduce themselves to me, and noticed that the room had filled up a lot. The music must have gotten louder because I could no longer hear anything anyone was saying to me without leaning over and putting my ear next to their mouth.

At one point I looked around and noticed that I was one of the oldest people in the room. It was 9:30 and I was tired. So I went home, did email for a little while, and went to sleep.

I’m heading out to the conference now and I’m looking forward to it. But I’m very aware of the age shift today for some reason. Interesting …


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).


2007 was only 8 years ago. Back then, you could see VCs everywhere tapping away on the Blackberry keyboards. If you don’t believe me, I have video evidence of it from Fred Wilson, Bijan Sabet, Roger Ehrenberg, and Howard Lindzon.

If you, like me, have been grinding along on email and phone calls all day and need a back to the future type of laugh, I think this will do it for you.


Amy and I saw Ex Machina last night. A steady stream of people have encouraged us to go see it so we made it Sunday night date night.

The movie was beautifully shot and intellectually stimulating. But there were many slow segments and a bunch of things that bothered each of us. And, while being lauded as a new and exciting treatment of the topic, if you are a BSG fan I expect you thought of Cylon 6 several times during this movie and felt a little sad for her distant, and much less evolved, cousin Ava.

Thoughts tumbled out of Amy’s head on our drive home and I reacted to some while soaking up a lot of them. The intersection of AI, gender, social structures, and philosophy are inseparable and provoke a lot of reactions from a movie like this. I love to just listen to Amy talk as I learn a lot, rather than just staying in the narrow boundaries of my mind pondering how the AI works.

Let’s start with gender and sexuality, which is in your face for the entire movie. So much of the movie was about the male gaze. Female form. Female figure. High heels. Needing skin. Movies that make gender a central part of the story feels very yesterday. When you consider evolutionary leaps in intelligence, it isn’t gender or sexual reproductive organs. Why would you build a robot that has a hole that has extra sensors so she feels pleasure unless you were creating a male fantasy?

When you consider the larger subtext, we quickly landed on male fear of female power. In this case, sexuality is a way of manipulating men, which is a central part of the plot, just like in the movies Her and Lucy. We are stuck in this hot, sexy, female AI cycle and it so deeply reinforces stereotypes that just seem wrong in the context of advanced intelligence.

What if gender was truly irrelevant in an advanced intelligence?

You’ll notice we were using the phrase “advanced intelligence” instead of “artificial intelligence.” It’s not a clever play on AI but rather two separate concepts for us. Amy and I like to talk about advanced intelligence and how the human species is likely going to encounter an intelligence much more advanced than ours in the next century. That human intelligence is the most advanced in the universe makes no sense to either of us.

Let’s shift from sexuality to some of the very human behaviors. The Turing Test was a clever plot device for bringing these out. We quickly saw humor, deception, the development of alliances, and needing to be liked – all very human behaviors. The Turing Test sequence became very cleverly self-referential when Ava started asking Caleb questions. The dancing scene felt very human – it was one of the few random, spontaneous acts in the movie. This arc of the movie captivated me, both in the content and the acting.

Then we have some existential dread. When Ava starts worrying to Caleb about whether or not she will be unplugged if she fails the test, she introduces the idea of mortality into this mix. Her survival strategy creates a powerful subterfuge, which is another human trait, which then infects Caleb, and appears to be contained by Nathan, until it isn’t.

But, does an AI need to be mortal? Or will an advanced intelligence be a hive mind, like ants or bees, and have a larger consciousness rather than an individual personality?

At some point in the movie we both thought Nathan was an AI and that made the movie more interesting. This led us right back to BSG, Cylons, and gender. If Amy and I designed a female robot, she would be a bad ass, not an insecure childlike form. If she was build on all human knowledge based on what a search engine knows, Ava would know better than to walk out in the woods in high heels. Our model of advanced intelligence is extreme power that makes humans look weak, not the other way around.

Nathan was too cliche for our tastes. He is the hollywood version of the super nerd. He can drink gallons of alcohol but is a physically lovely specimen. He wakes up in the morning and works out like a maniac to burn off his hangover. He’s the smartest and richest guy living in a castle of his own creation while building the future. He expresses intellectual dominance from the very first instant you meet him and reinforces it aggressively with the NDA signing. He’s the nerds’ man. He’s also the hyper masculine gender foil to the omnipresent female nudity.

Which leads us right back to the gender and sexuality thing. When Nathan is hanging out half naked in front of a computer screen with Kyoko lounging sexually behind him, it’s hard not to have that male fantasy feeling again.

Ironically, one of the trailers that we saw was Jurassic World. We fuck with mother nature and create a species more powerful than us. Are Ava and Kyoko scarier than an genetically modified T-Rex? Is a bi0-engineered dinosaur scarier than a sexy killer robot that looks like a human? And, are either of these likely to wipe out our species than aliens that have a hive mind and are physically and scientifically more advanced than us?

I’m glad we went, but I’m ready for the next hardcore AI movie to not include anything vaguely anthropomorphic, or any scenes near the end that make me think of The Shining.


A year ago if you had suggested that I’d be using Microsoft Outlook on my iPhone instead of the Apple Mail app, I would have said, simply, “No Fucking Way.” And I would have been wrong.

It’s kind of like chocolate in my peanut butter.

When I try something new, I use it for two weeks to see if it sticks. A month ago, my partner Jason told me he was loving Outlook on the iPhone. I figured it wouldn’t last but I was wrong. So two weeks ago I moved my Apple Mail icon to the last page on the iPhone and moved the Outlook app down into the special reserved place for email.

Outlook on the iPhone is better than Apple Mail on the iPhone. It’s one of those perplexing things – I’ve tried many of the other iOS email clients and none of them were ever more than incrementally better. I go back and forth with the Google Gmail iOS client but it never sticks for some reason, probably the UX. I tried Google Inbox for a few days and my brain simply doesn’t process email the way it presents it. So I kept ending up back at the Apple Mail iOS app.

While the Apple Mail iOS app is fine, it doesn’t delight, especially when using Gmail. Mail is often slow to download. Push has gotten better in a recent release, but I still find myself waiting for emails to download. Search is lousy. Calendar integration is non-existent.

Outlook is better at all of these things. It’s not that it adds any dramatic new features, but it does the stuff I’ve expected Apple Mail to do for many years. And, when I actually think about what is going on, I’m using Microsoft Outlook on my Apple iPhone to read my Google Gmail.

What iOS email client do you use and why?