Invest Like the Best

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Now displaying: August, 2017
Aug 15, 2017

My guests this week are both veterans of the podcast, Jason Zweig and Morgan Housel. They are two of the best in the world at making the complicated simple, and in that spirit, I’ll keep this introduction short. Morgan shifted from public markets to the private markets a year ago when he joined the Collaborative Fund, so we begin with what he has learned about venture capital in his first year on the job.


For comprehensive show notes on this episode go to

For more episodes go to

To get involved with Project Frontier, head to

Sign up for the book club, where you’ll get a full investor curriculum and then 3-4 suggestions every month at

Follow Patrick on Twitter at @patrick_oshag


Books Referenced

The Devil's Financial Dictionary

Modern Monopolies: What It Takes to Dominate the 21st Century Economy

Thinking, Fast and Slow

Shoe Dog: A Memoir by the Creator of Nike

Life and Fate


Online References

A Rediscovered Masterpiece by Benjamin Graham

Rishi Ganti podcast

Small Companies Are Gone, But Should they Be Forgotten (Zweig Column)


Show Notes

1:43 – (First question) – Morgan on why he got disenchanted with the investment industry and shifted to venture capital

4:05 – Jason’s thoughts about investing in the private markets

            5:19 - A Rediscovered Masterpiece by Benjamin Graham

7:57 – Morgan’s thoughts on how private market investments differ from public market investments

10:24 – Exploring valuations of businesses and what they say about broader trends in the market

13:21 – How much does Jason think about individual companies when exploring the overall market trends

            18:41 – The Devil's Financial Dictionary

19:28 –What does it take to be a successful founder

23:40 – How does Jason look at activities that are work related vs just for pleasure

25:33 – If Jason had to start a business, what would he do

27:22 – What business would Morgan start

29:18 – Problems with the financial planning industry

30:56 -  The role of stress in personal and business development

            31:04 – Modern Monopolies: What It Takes to Dominate the 21st Century Economy

38:17 – Are there signs that let you know when to cut and run vs when to keep slogging along with something

            42:02 – Thinking, Fast and Slow

            44:03 – Shoe Dog: A Memoir by the Creator of Nike

44:20 – Principals to approach learning

50:10 – The idea of keeping your identity small in a world where social media encourages one-upmanship

53:56 – Last significant thing Morgan changed his mind about

55:23 – Why Morgan chooses passive investing with stocks, but as a VC, essentially is a stock picker in private markets

            1:00:44 – Rishi Ganti podcast

1:02:14 – What major thing did Jason change his mind about

            1:02:30 – Small Companies Are Gone, But Should they Be Forgotten (Zweig Column)

1:06:33 – What was the most interesting idea Jason and Morgan have been tackling and what data helped to spark that interest

            1:09:32 – Life and Fate

Aug 8, 2017

This week's conversation is about performance. More specifically, it is about the ins and outs of steady progress and growth. My guest is Brad Stulberg who coauthored the book Peak Performance, which combines research from many fields into a description of how athletes, creatives and others continue to push boundaries in their respective crafts.

As someone who is intermittently lazy, the growth equation framework that Brad and I explore has impacted me often since I first read the book several months ago. I hope you enjoy this conversation, which isn't about investing, but which is, at its heart, still about the power of compounding. 


Books Referenced

Outliers: The Story of Success

Peak: Secrets from the New Science of Expertise


Online References

Jool Health


Show Notes

1:32 – (First question) – How Vick Stretcher influenced the book, Peak Performance

4:32 – Looking at some of the preliminary research at the science of purpose

7:58 – The idea of a growth equation and the components that can lead to success

11:47 – How the introduction of stress can help in all sorts of creative and entrepreneurial pursuits.

13:39 – The ratio between physical and mental as an impact on this formula

14:56 – Just manageable challenges and the role that they play in the growth equation

18:06 – The idea of just manageable challenges through the example of an athlete

22:19 – Favorite example of a crazy feat of physical performance, stress on older athletes operating at high levels

23:30 – Thoughts about outside influences like mentors/coaches and how they help high performance individuals advance

25:51 – Describe catabolic and anabolic states and why anabolic is so important

29:13 – How the relationship of catabolic and anabolic states also helps the mind

30:47 – How does the idea of practice play into the growth equation

32:49 – Exploring the nuances of practice and why you don’t go all out

            32:56 – Outliers: The Story of Success

33:00 - Peak: Secrets from the New Science of Expertise

34:24 – The idea of designing of a day

42:06 – What role can environment play on us

43:40 – How far is it healthy to run

46:25 – How does ego play into all of this

48:06 – The idea of camaraderie and study of Air Force Cadets highlighting this

49:28 – Fatigue and why it is believed to happen in the mind and not the body

54:00 – Most memorable day

55:43 - Method for finding purpose

            56:29 – Jool Health

58:26 – Kindest thing anyone has ever done for Brad


Learn More

For more comprehensive show notes on this episode go to

For more episodes go to

To get involved with Project Frontier, head to

Sign up for the book club, where you’ll get a full investor curriculum and then 3-4 suggestions every month at

Follow Patrick on Twitter at @patrick_oshag


Aug 1, 2017

Several weeks ago my conversation with Leigh Drogen on quant investing proved timely and popular--because everyone in asset management is facing the rise of big data, and the use of data science in investing strategies. Because of the rise of quants, many are asking themselves how to survive and thrive in a changing industry. In short, how can traditional managers compete with quants?

This second conversation with Leigh was set up to answer many of the questions posed in the first one. If quants are taking over, what should other investors do about it?

Leigh proposes a method by which old school asset managers can restructure their thinking and their process to compete with and even beat purely quantitative competitors. The method involves pulling the best from both worlds and combining them into a hybrid structure. But it will be impossible without a wholesale change in mindset, which is where we begin. Please enjoy round two with Leigh Drogen.


Links Referenced

Revenge of the Humans Part II: A New Blueprint For Discretionary Management


Show Notes

2:14 – (First question) –  What role will ego and mindset play for traditional hedge funds looking to transition into quantitative investing strategies

4:21 – Describes the traditional process that hedge funds use to make investment decisions and how the internal politics can hamper it

6:08 – What value has portfolio managers played at hedge funds traditionally as the quarterback of a fund

9:57 – A look at what Leigh has seen as he sits with teams

12:20 – A look at places that have tried to simply add quant to their firm’s strategies without “tearing it down to the studs” and properly integrating them into the process

15:00 – Leigh is asked to define the basics of a good investment firm’s strategies

16:57 – Strategies for writing down core beliefs, whether it’s for yourself or your firm

17:49 – Exploring the second step, finding a differentiating view and how to succeed with it.

21:43 – The importance of force ranking and structuring the unstructured

26:14 – Building factor models

29:42 – How the portfolio manager position should have less room for subjectivity than at the analyst level

33:44 – Is anyone integrating this kind of high level data at the portfolio manager level into the decision making the way Leigh describes

35:07 – What blind spots are created by systematizing their processes

36:18 – Why much of this applies more to shorter and structured periods

38:23 – Shifting to portfolio constructions and what Leigh would do to create the right mix

43:39 – Shifting to management structures in these firms starting with the role of the CIO

45:24 – Looking at the different quant roles that exist in a firm and what they should be responsible for; data engineers, data analysts, pure quants, and quantitative engineer

48:20 – If you are an undergrad or grad student right now interested in asset management, what are the roles you should be thinking about targeting

49:25 – Why communication skills are still so important, no matter what role you are in

50:25 – With all of the tools and skills that Leigh has at his disposal at Estimize, why not institute an active strategy

52:01 – What has Leigh observed in the dispersion of skill in the Estimized data set

53:47 – What is the relationship between specialization and accuracy among funds

55:29 – The pros and cons of the generalist

56:56 – A look at Leigh’s background into War Theory and what lessons that he still draws on today

1:00:19 – How the field of study around war and battle relates to the investing world


Learn More

For more episodes go to

For complete shownotes, go to

Sign up for the book club, where you’ll get a full investor curriculum and then 3-4 suggestions every month at

Follow Patrick on twitter at @patrick_oshag