My guest today is Leore Avidar. Leore is the co-founder and CEO of Lob, a company which makes it easy to send direct mail programmatically. He’s also the founder of a new company focusing on sports card collectibles, Alt, which is how we originally connected. Our conversation ranges from building Lob, buying a Lebron James rookie card, starting a 2nd business while operating his first and how Leore tries to create and sell superpowers. Like my conversation with Rahul Vohra from Superhuman, I think this conversation will inspire entrepreneurs out there to start building aggressively. Please enjoy.

This episode is brought to you by Microsoft for Startups. Microsoft for Startups is a global program dedicated to helping “enterprise-ready” B2B startups successfully scale their companies. If you’re a founder running a B2B company targeting the enterprise, you should definitely check them out.

This episode is also sponsored by Vanta. Vanta has built software that makes it easier to both get and maintain your SOC 2 report, at a fraction of the normal cost. Founders Field Guide listeners can redeem a $1k off coupon at vanta.com/patrick.

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Show Notes

(2:55) – (First question) – Origin of Lob

(6:14) – Creating and selling superpowers to other people and its value proposition

(7:23) – Defining an API in his words

(8:44) – Early breaks for Lob

(10:45) – Early lessons in responsible growth

(12:19) – Physical infrastructure behind Lob

(14:14) – Surprises in mail delivery

(15:00) – Progression through their pricing models

(18:10) – Leaders in the world of making the world programmable

(19:07) – Their interest in the physical world

(19:45) – Hardest part of scaling a physical business

(21:09) – Building a culture that keeps people around

(23:13) – Why he is fascinated by negotiations and what he’s learned from it

(25:20) – Scarcity, time, and leverage impact’s on negotiations

(26:35) – His interest in collectibles and the formation of Alt

(30:18) – Size of the alternative market he focuses on

(30:54) – The focus on cards

(32:18) – An overview of collectible cards industry

(33:19) – What is the API of card collection and trading

(35:51) – Competitors in the space

(37:19) – Buying a Lebron James card

(38:21) – Building a fund around the collectibles and the strategy

(39:45) – What it means to be a technology company

(40:23) – Collectibles beyond sports

(41:30) – Defining a good investor

(43:32) – Thinking in Bets: Making Smarter Decisions When You Don't Have All the Facts

(43:43) – Qualities he looks for in investors

(45:03) – What does the collectible universe look like over the next 5-7 years

(45:43) – Cultural value of assets

(48:50) – Managing his time while launching two businesses

(49:51) – What he’s most excited about over the next 6 months

(51:45) – Consolidation of API businesses

(52:19) – Kindest thing anyone has done for him

Learn More

For more episodes go to InvestorFieldGuide.com/podcast.

Sign up for the book club and new email newsletter called “Inside the Episode” at InvestorFieldGuide.com/bookclub.

Follow Patrick on Twitter at @patrick_oshag