The Reboot Chronicles is about organizational and personal transformations, and my guest on this episode, Michael Rubenstein, Co-Founder of OpenStore may likely not be known to you yet. But, the work he has done over the years has radically changed advertising and ecommerce. He is someone whose work likely touches everyone in business who does any kind of advertising and is currently helping early-stage ecommerce brands get the early liquidity they may want, and maybe be the next Chewy or Wayfair. Michael honed his skills at DoubleClick, where he was founder and general manager of their ad exchange and stayed with them through their acquisition by Google in 2007 for $3.1 billion. Before advertising exchanges, buying “spots” on TV, radio, print, and even digital was a holdover from the Mad Men world of phone calls, lunches and vast amounts of paperwork. Into this picture stepped DoubleClick that automated the buying of ads online and placed them on an ever expanding “network” of sites. Sellers could feed “inventory” into the system and buyers could place orders and within a day see their ads on their favorite websites. Wall Street sales efficiency entered the advertising world. Michael’s next move was running AppNexus which upped the ante for this ecosystem by being an exchange of all exchanges and coming up with the concept and the technology to deliver “RTB”: or real time bidding. Just like the automated commodities exchanges of corn and wheat, advertising became a traded commodity. What you may not realize is that the ads you see on digital content (and increasingly streaming video) that appear so relevant to your interests or purchasing habits are bought instantaneously on a bidding basis and matched in that instant to various databases of sales and online activity. As Michael recounts it: “if you look at the way media was bought and sold on the internet, prior to the advent of programmatic 15 years or so ago, it really looked a lot like the way television or magazine advertising or anything like that have been bought and sold. So the idea of actually putting that model online and using algorithms in real time to tailor media buying decisions was revolutionary. And what started in the early 2000s as an experiment using publisher remnant inventory, has since turned into a movement that has eaten the entire advertising and media buying world. Today the majority of advertising, even in traditional media is being bought and sold using programmatic techniques.”

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“What did the council decide on item 42?” — answered with the speaker and the moment.

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