Invest Like The Best
Episode 5 The Quantified Self
Invest Like The Best

Episode 5: The Quantified Self

The Quantified Self

Christian Rudder is the co-founder of OK Cupid, a NY Times best-selling author of Dataclysm, a data and math junky, and a musician. We cover interesting and unsettling trends in OK Cupids dating data, artificial intelligence, and the NSA.

[00:01:32] – (First Question) – An exploration of how Jeff Gramm (first podcast episode guest) introduced Patrick and Christian

[00:02:22] – Patrick questions about the transitions in Christian’s career

[00:03:19] – Goes through his first few years out of school from creating his own startup, to baking bread, to eventually landing a job at SparkNotes

[00:04:53] – Deep dive into SparkNotes

[00:05:52] – The formation of Bishop Allen and OKCupid

[00:07:12] – A look at the book Dataclysm and how Christian was able to sort through the incredible data buried within the dating site

[00:12:17] – First piece of data that they dive into, “Wooderson’s Law”, based on a character from “Dazed and Confused”

[00:15:15] – The idea of the Pratfall Effect and the role of variance in people dating

[00:19:56] – Do people on dating sites say they want one thing and do another

[00:21:22] – Exploring the trends in race and dating that show we are far from being a post-racial society

[00:27:04] – Shift to some of Christian’s favorite books

[00:29:59] – Christian explains how he finds new books

[00:30:52] – Christian explains his latest project which requires some background some famous math classes that are taught at Harvard, which are often a source of NSA employees

[00:33:15] – How corporations are using data versus how the government is using it and the privacy concerns of both

[00:35:20] – With big data comes bigger, smarter computers, which shifts the conversation to artificial intelligence

[00:39:09] – Can artificial intelligence take over creative ventures and completely replace the role of humans in the future?

[00:40:40] – If more people are put out of work by artificial intelligence, will there need to be some sort of redistribution to ensure basic quality of life for all

[00:45:17] – What advice would you give to a 20-year-old looking to get into a data-driven tech company

[00:49:27] – Breaking down the right and wrong people to go after the entrepreneurial lifestyle

[00:51:39] – How do you know if you should continue to go down the road of an entrepreneurial idea?

[00:52:53] – Looking into OKCupid and what each person’s role was in the business.

[00:54:45] – Patrick asks Christian about being the CEO after serving in more of a creative role for most of his career

[00:56:32] – Patrick asks about some other entrepreneurial ventures that Christian might have up his sleeves, possibly something to do with animal rights and fair treatment

[00:59:08] – Other entrepreneurial ventures that are exciting Christian

The Quantified Self

Introduction

Patrick
My guest today is Christian Rudder, who is the first of hopefully many guests who are not investors per se. Christian's career arc seems too interesting to be true. He's best known as a founder and CEO of OKCupid, the popular dating site but I'll let him walk you through the rest. He's a data and math junkie, a musician, and very interesting thinker and business person. We discussed among other things interesting trends in OKCupid's data, artificial intelligence, the NSA, and great books on the Civil War.

Christian's Career

Patrick
Good morning, Christian. Thanks very much for doing this with me today. Maybe we'll start with a couple origin stories. One very short, how I came to be in your living room this morning, and then a little bit longer one kind of your backstory since a lot of people won't be familiar. Some will be familiar with your work and your businesses but maybe not you personally. So just so people know since this is kind of an odd connection, I met Christian through Jeff Gramm who is the first episode guest on the podcast. Friends I think for a long time and he recommended that I reach out to Christian and it turned out in the course of our conversation that I was a huge fan of Dataclysm, Christian's book, so tiny little world here. I'm really excited to be here with you today.

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