Mike Angiulo worked at Microsoft for 25 years as an engineering manager and vice president for products including Windows PCs, Microsoft Outlook, Xbox, Surface, and cloud and artificial intelligence technologies. But it was actually not the work Angiulo originally envisioned doing. He had planned to be a lawyer, delaying those plans after he started at Microsoft in his early 20s.

Now, at age 47, nearly three decades later, he’s circling back to his original plan -- going back to school and preparing for a second career, as a lawyer focused on some of the most interesting and difficult questions facing the same types of technologies that he helped to create for so many years.

"I am a big believer that just the prevalence of big data, the speed of the cloud platforms, the modernity of the algorithms, combine to the point where every single business is going to be relying on deep data insights, probably to some automated extent," he says. "And increasingly, people won't be able to explain how they work."

And that raises all sorts of interesting questions about the future of technology and the law, as we learn on this special episode of the GeekWire Podcast.