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Show Notes

[00:02:55] – (First question) – Origin of Lob

[00:06:14] – Creating and selling superpowers to other people and its value proposition

[00:07:23] – Defining an API in his words

[00:08:44] – Early breaks for Lob

[00:10:45] – Early lessons in responsible growth

[00:12:19] – Physical infrastructure behind Lob

[00:14:14] – Surprises in mail delivery

[00:15:00] – Progression through their pricing models

[00:18:10] – Leaders in the world of making the world programmable

[00:19:07] – Their interest in the physical world

[00:19:45] – Hardest part of scaling a physical business

[00:21:09] – Building a culture that keeps people around

[00:23:13] – Why he is fascinated by negotiations and what he’s learned from it

[00:25:20] – Scarcity, time, and leverage impact’s on negotiations

[00:26:35] – His interest in collectibles and the formation of Alt

[00:30:18] – Size of the alternative market he focuses on

[00:30:54] – The focus on cards

[00:32:18] – An overview of collectible cards industry

[00:33:19] – What is the API of card collection and trading

[00:35:51] – Competitors in the space

[00:37:19] – Buying a LeBron James card

[00:38:21] – Building a fund around the collectibles and the strategy

[00:39:45] – What it means to be a technology company

[00:40:23] – Collectibles beyond sports

[00:41:30] – Defining a good investor

[00:43:32] – Thinking in Bets: Making Smarter decisions When You Don't Have All the Facts

[00:43:43] – Qualities he looks for in investors

[00:45:03] – What does the collectible universe look like over the next 5-7 years

[00:45:43] – Cultural value of assets

[00:48:50] – Managing his time while launching two businesses

[00:49:51] – What he’s most excited about over the next 6 months

[00:51:45] – Consolidation of API businesses

[00:52:19] – Kindest thing anyone has done for him