Adam Shostack, Microsoft

I first met Adam well
before he joined Microsoft and have interviewed and corresponded with
him dozens of times over the years, and I’ve learned something new from
every one of those conversations. Given that the goal of most
interviews is to learn new information, you’d think that would be sort
of common. It’s not. In a lot of interviews, both the writer and the
subject know exactly what will be discussed and much of what will be
said. But Adam, like a lot of the other people on this list, doesn’t
let things go that way.

I first met Adam well
before he joined Microsoft and have interviewed and corresponded with
him dozens of times over the years, and I’ve learned something new from
every one of those conversations. Given that the goal of most
interviews is to learn new information, you’d think that would be sort
of common. It’s not. In a lot of interviews, both the writer and the
subject know exactly what will be discussed and much of what will be
said. But Adam, like a lot of the other people on this list, doesn’t
let things go that way. Ask him about privacy or threat modeling and
you better be prepared to talk about economics, politics or art. Be
prepared to be challenged.

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