Today’s episode features one of my favorite thinkers and writers: Kevin Simler.  Kevin has a background in technology and was one of the earliest employees at Palantir Technologies, which specializes in big data and has worked closely with clients ranging from the Department of Defense to the world’s largest hedge funds.  In this conversation, Patrick…

This week Patrick takes a deep dive into the world of Venture Capital with Craig Shapiro, founder and CEO of the New York-based Collaborative Fund, which was an early investor in companies like Lyft, Kickstarter, and Reddit.  We cover Craig’s investing roots, his process for sourcing and evaluating investment opportunities, and the very useful “villain…

This week’s guest is Brent Beshore, Founder and CEO of adventur.es, a family of companies that invests in family-owned companies. Brent has a very specific mission with this company, to cultivate a disaster resistant, compound interest machine. At just 33 years of age he has already built a portfolio of private companies that has produced…

Would you be comfortable with a robo-advisor running your entire investment portfolio?  That’s the hope of our guest this week, Jon Stein, founder and CEO of Betterment.  Betterment manages $5 billion dollars for over 175,000 clients.  Patrick and Jon explore the challenge of getting young people to invest, Betterment’s recent foray into areas like the…

This episode is a major departure from the norm.  My guest, Kiley Adams, is only 21 years old. She has crammed more learning and adventure into two decades than most people could hope to in a lifetime.  She’s track-and-field star, valedictorian, varsity soccer player, Tae Kwon Do fourth degree master black belt, and philanthropic researcher. …

This week’s guest has forgotten more about hedge funds than most people will ever know. This episode will appeal to managers, allocators and any investor interested in the world of hedge funds.  Ted Seides worked under David Swensen at Yale’s endowment and was a co-founder, President and Co-chief investment officer at Protégé Partners, a multibillion-dollar…

There is a good chance that this week’s guests manage your money. This episode is a rare and fascinating look into the world’s largest asset manager. My first guest is Gerry O’Reilly, who is the portfolio manager for the largest mutual fund in the world, and oversees more than $800 billion for Vanguard. My second…

In this episode, I speak with Christian Rudder, who is the co-founder of OK Cupid, a NY Times best-selling author (of the awesome Dataclysm), a data and math junky, and a musician. We discuss interesting and unsettling trends in OK Cupids dating data (age, race), artificial intelligence, the NSA, great books on the Civil War, and…

I’ve fallen in love with podcasts as a medium. They are the perfect tool for enjoyment, discovery, and education. I. It is very easy to launch a podcast if you are willing to pay someone to help you produce it.  Far easier than setting up a website. I rely heavily on Matthew Passy, who makes…