My guest this week is Jerry Neumann. Jerry is one of the most thoughtful early stage investors that I’ve encountered, and his writings at reactionwheel.net are my favorite on this topic. He applies an incredibly structured way of thinking to a notoriously mysterious investment category. This is our second conversation, in which we cover why investing with one’s gut is a bad idea and why some of the popular edges in startups, like network effects, may be picked over. Please 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 1:17 - (First Question) – His take on the venture landscape and the type of investments new VC’s are making vs what they should be making 3:44 – Most important implications of excess VC firms 5:32 – Misalignment of incentives in the VC space 8:19 – What he does differently from angel investors or VC’s 10:11 – The notion of risk and the types of risk the people he invests in takes 14:33 – Protections that he thinks about when it comes to the ideas he invests in 19:37 – Is there an area of expertise that provides an edge for startups 20:11 – Network effects are picked over 21:35 – IP protection 23:08 – One of the two most interesting things for VC’s to go after, brands 25:13 – The other most important thing, the value chain 27:42 – A current example of a disruptive value chain 29:14 – Innovation as the source of profit 29:16 – Schumpeter on Strategy 31:50 – Efficiency innovation vs value innovation 31:52 – Energy and Civilization: A History 35:50 – Efficiency investments he’s made 37:13 – Investment in Unsupervised and the machine learning landscape 41:25 – Investment in Sila 43:14 – Investment in Edmit 44:44 – investing on gut 50:32 – Black boxes and their value in investments 53:23 – Metrics about the predictive level of whether people are going to succeed 54:45 – What defines good people worth backing 57:50 – Advice for LP investors in this space and how they should evaluate VC’s in this space 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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“What did the council decide on item 42?” — answered with the speaker and the moment.