Brad Silverberg is a founder and advisor at Fuel Capital, and before that he spent the 1990s at Microsoft, where he led MS-DOS, Windows 3.0, Windows 3.1, Windows 95, and Internet Explorer, and grew Windows from roughly a $50 million business into a $3.5 billion one. He was PC Magazine’s Person of the Year in 1995, and he arrived at Microsoft by way of software research at SRI in 1978, the Apple Lisa team.
Brad Silverberg joins Brad Porter for a candid conversation about why the Lisa and the original Mac were brilliant and still struggled commercially, how he shipped Windows in deliberate steps with Windows 95 in his head from day one, and how Internet Explorer came from two or three percent share to winning the browser before Microsoft gave the lead away.
The conversation ultimately points toward a rule that outlives any single platform: platforms are won not by the best idea but by whoever sequences the hard problems correctly, and they are lost more often to the politics inside the building than to anything a competitor does.
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