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This week I have a very special guest years in the making. Like another favorite episode, with anonymous guest Modest Proposal, this conversation is with one of the stars of the financial twitter universe who writes anonymously and goes by the pseudonym Jesse Livermore. I met Jesse 6 years ago after reading his unbelievably unique investing research, which tackled all the big and interesting issues in markets. He now also works with me as a research partner at OSAM, where’s he’s used our data to continue to his search for truth in markets. Despite being one of the brightest minds I’ve encountered he is also as humble and unassuming as they come. I’m at least a slightly better person because of trying to emulate how he conducts himself. I get to have many conversations with him that go from 0-100 fast, and I’m thrilled to be able to share one of those with you.
For more episodes go to InvestorFieldGuide.com/podcast.
Sign up for the book club, where you’ll get a full investor curriculum and then 3-4 suggestions every month at InvestorFieldGuide.com/bookclub.
Follow Patrick on Twitter at @patrick_oshag
Show Notes
1:33 - (First Question) – Jesse’s origin story for investing
4:37 – Exploring his ways of problem solving starting with intuitive
7:53 – David Epstein Podcast Episode
11:46 – Looking at the analytical way of problem solving
15:42 – Statistical inference
24:45 – Should we opt for simplicity in the investment process
25:26 – Does his own investing include all three, intuition, analysis, and statistics
26:09 – The evolution of his research, process, and thinking on various investment factors.
31:38 – Thoughts on inflation and its impact on market valuation
40:05 – The Earnings Mirage
46:25 – Free Cash flow and valuations
50:51 – What should investors take away from this research
53:01 – Thoughts on trend as an interesting market signal
59:00 – The problems with trend
1:00:34 – Post on “The Single Greatest Predictor of Future Stock Market Returns”
1:11:15 – His work into understanding factors
1:15:36 – Looking at momentum
1:18:16 – His curiosity into the current market cycle
1:20:04 – Lessons learned from his time in the military, an effective way to create an environment where people can safely disagree with their co-workers
1:30:10 – The concept of progress in meaningful work
1:33:08 – Kindest thing anyone has done for him
Learn More
For more episodes go to InvestorFieldGuide.com/podcast.
Sign up for the book club, where you’ll get a full investor curriculum and then 3-4 suggestions every month at InvestorFieldGuide.com/bookclub
Follow Patrick on twitter at @patrick_oshag
My guest this week is Bill Gurley, a general partner at Benchmark Capital and one my favorite investment thinkers. As you’ll hear, despite enormous success through his career, Bill is clearly still in love with business and investing. Where many might discuss past glories, I’ve been incredibly impressed with how both Bill and his partners emphasize the current portfolio and market landscape. I’m thankful to have had the chance to speak with him in this format. I hope you enjoy our conversation.
For more episodes go to InvestorFieldGuide.com/podcast.
Sign up for the book club, where you’ll get a full investor curriculum and then 3-4 suggestions every month at InvestorFieldGuide.com/bookclub.
Follow Patrick on Twitter at @patrick_oshag
Show Notes
1:13 - (First Question) – The idea of increasing returns
1:21 – Competiting Technologies, Increasing Returns, and Lock-in By Historical Events
2:07 – Complex Systems Theory – Santa Fe Institute
4:35 – Markers that could be a sign of network effect in a company
6:27 – The opportunities for companies to capture network effect
8:46 – Are there certain teams/leaders that are more conducive to leading a network effect company
11:55 – Liquidity quality
13:35 – How important is the revenue model at the beginning
15:59 – Fascination with Nextdoor
17:56 – Paradox of Choice
18:39 – Finding opportunities
20:17 – Potential marketplaces and assets that could be commoditized
20:20 – All Markets Are Not Created Equal: 10 Factors To Consider When Evaluating Digital Marketplaces
21:39 – Usage yield on the world’s assets
23:50 – Has technology changed the world of value investing
26:28 – Hyper niche marketplaces
27:52 – Challenges of labor marketplaces
30:12 – User generated content businesses
32:44 – People who are capable of building UGC businesses
33:16 – His interest in Discord
34:31 – Factors of a healthy marketplace
37:57 – Fools’ gold in marketplace businesses
39:04 – How influx of cash is impacting the marketplace business landscape
40:43 – All Revenue is Not Created Equal: The Keys to the 10X Revenue Club
43:20 – How does the influx of money into the space impact him
46:44 – Spending money to attack top brands
50:32 – Regulatory capture
53:36 – His thoughts on the IPO market
57:49 – How did he realize this was his passion
1:00:42 – Qualifying his passion
1:01:52 – Favorite thing about working with entrepreneurs
102:48 – Honing your craft
1:04:33 – Making yourself a good mentor
1:05:56 – Kindest thing anyone has done for him
Learn More
For more episodes go to InvestorFieldGuide.com/podcast.
Sign up for the book club, where you’ll get a full investor curriculum and then 3-4 suggestions every month at InvestorFieldGuide.com/bookclub
Follow Patrick on twitter at @patrick_oshag
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