Gary Flake has been involved with search technology ever since he got turned on to this particular field in college. In this wide-ranging discussion, Gary lays out for us, basically, the history of search technology before Google, the impact of Google, and then, since he lived it, the notion of competing with Google. The reason why Gary can talk so in depth about all of this is that he was Yahoo's Chief Science Officer in the early 2000s, when Yahoo, via the infamous project Panama, and other initiatives, attempted to keep Google from taking over the entire search market. And because, prior to that, Gary was at Goto/Overture, he gives us basically the entire story of the birth of paid search as an industry. The story of Google is about two miracles. The first miracle is the Google algorithm that essentially solved search. And the second miracle is paid search... AdWords, AdSense, all of that... which is essentially the greatest advertising machine ever invented. But, not a lot of people remember: paid search was actually invented, not by Google, but by Goto/Overture.

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.

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 NJ.com 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.

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.