Reddit reviews Competitive Solutions: The Strategist's Toolkit
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Used Book in Good Condition
Perfect! I found it using the Hello Internet search. I misremembered that it was mentioned in Cortex. (And it was actually Brady who talked about the Microsoft guy.)
It was H.I. #83: The Best Kind of Prison:
http://podcastsearch.david-smith.org/episodes/1771#4960
And the guy was Preston McAfee. Here's his Numberphile interview: https://www.youtube.com/watch?v=4kWuxfVbIaU
His book is Competitive Solutions: https://www.amazon.com/Competitive-Solutions-Strategists-Preston-McAfee/dp/0691124035/
Thanks for your help!