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03/20/2017 Before Snapchat Stories, before YouTube, in the dial-up era of the 90s, there were a select few who were experimenting with streaming video and interactive media on the web. The most prominent and notorious of these pioneers was Dennis Adamo was one of the co-founders of You can learn more about Dennis' VR startup here: The articles about Josh Harris and Pseudo that I mention are here and here. And the documentary on Harris called We Live in Public is on iTunes.
03/13/2017 Today's episode is a special event, a crossover episode with the Acquired Podcast, which you can find in your podcast directory by searching for the word Acquired, or by going to Acquired is hosted by Ben Gilbert, the Co-Founder of Pioneer Square Labs and David Rosenthal a Principal at Madrona Venture Group out in Seattle. To mash up our two models, we're going to talk about Yahoo's acquisition of Overture, and how that related to Google's ultimate success with Adwords. We talked about a lot of this with Gary Flake in episode 133, so, for a bit of context, here is that entire story. Please enjoy, and please, do check out the Acquired podcast at
02/20/2017 You all know MG Siegler. From TechCrunch’s most famous blogger to GV’s most affable venture capitalist, he has a lot to say about Apple, the business of blogging and where Silicon Valley is at in the modern era.
02/13/2017 Elizabeth Osder is one of those digital media veterans who’s career has spanned the entire web era, from bringing the New York Times online (though, she got her native New Jersey online first by launching a few years beforehand) all the way through her continued work with any number of digital media companies through her consultancy the Osder Group. In between, she has some amazing stories about working at Yahoo, launching the earliest of multimedia websites for folks like the Rock and Roll Hall of Fame, and the fallout from the dotcom bubble.
02/06/2017 Joe Schober was the longest serving employee of America Online, working there as an engineer, and later chief architect, from 1992 until just a few years ago. So, there literally couldn't be anyone better to walk us through AOL's history and many iterations. In this episode, we go back to the days when America Online was an underdog online service with only a couple hundred thousand users, through AOL's dominance in the early web era, the AOL/Time Warner merger... all of it, including an insider look at the chatrooms and AIM.
01/30/2017 Michael March was the founder of Internet Direct, the first commercial ISP in Arizona. Michael gives us a first-hand account of the independent ISP industry that grew up around the country in the 1990s. AOL might have been the training wheels for the internet, but the Mom-n-Pop ISPs probably gave more Americans their first Internet experience than any of the online services. Bonus: Michael was an incidental witness to the first major commercial spam event on the Internet, a story that he relays at the end of this episode. And you can see Internet Direct featured in a really delicious infomercial from the time here.
01/16/2017 Would it surprise you to learn that 1800Flowers was not only one of the first ecommerce pioneers but quite possibly, the first to be profitable in a meaningful way? You wouldn't be surprised if you knew the story of 1800Flowers and its founder, Jim McCann. Today we speak with Jim to hear that story, to learn about a company that was fearless in trying any new thing that came along... so long as it brought them closer to their customers. And, since Jim has been at this for quite a while, toward the end, he also tells us where he thinks commerce—in general—is going.  
01/06/2017 "So… Three things: A widescreen iPod with touch controls. A revolutionary mobile phone. And a breakthrough internet communications device. An iPod… a phone… and an internet communicator… An iPod, a phone… are you getting it? These are not three separate devices. This is one device! And we are calling it iPhone.” - Steve Jobs, January 9, 2007 Those words have become so famous in the history of technology that I imagine a large percentage of listeners have them memorized. Ten years ago this Monday, January 9, Steve Jobs stood on stage and announced the iPhone to the world. It was the crowning achievement in the career of the greatest technologist of our time, the moment that the modern era of computing began. On the ten year anniversary of the birth of the iPhone, this is the story of that moment and the history of that device which can take a rightful place alongside the original Macintosh, the first IBM PC, the Apple I, the Altair 8800, the DEC PDP-8, the IBM System/360 and the ENIAC as one of most important machines to have brought computing into everyday life.  
01/01/2017 The background, root causes and rough outline of the dotcom bubble. How it happened, why it happened... and why it's unlikely to happen again anytime soon.
12/12/2016 As most of you know, I’m busy writing a book that this podcast is partially source material for, and at the moment, I’m deep in the weeds on chapters about the Dotcom bubble—how it happened, why it happened, that sort of thing. By necessity, I’ve been going into a lot of economic background for the bubble, and in the course of doing so, the famous chairman of the Federal Reserve, Alan Greenspan, keeps coming up. So, today’s episode is a bit of an analysis episode as I speak with Sebastian Mallaby, who is the author of THE definitive biography of Greenspan, a book called The Man Who Knew: The Life and Times of Alan Greenspan. Listen along with me as I try to get a sense of the role the Fed chairman played in setting the table for the dotcom bubble. The Man Who Knew: The Life and Times of Alan Greenspan