
About
Founder's Field Guide is a series of conversations with founders, CEOs, and operators who are building great businesses.

Patrick is the Founder and CEO of Positive Sum. He founded Colossus in 2020 to build on the success of Invest Like the Best.
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Founder’s Field Guide
Ep.24
Building the Modern Restaurant
Jonathan Neman is the co-founder and CEO of Sweetgreen. We cover the origins of Sweetgreen and how it builds a direct relationship with its customers, how Jonathan thinks restaurants should work with marketplaces, and the economics of operating restaurants.
03.11.2021

Founder’s Field Guide
Ep.14
The Growing Importance of Design
Dylan is the co-founder and CEO of Figma, a collaborative online design tool. We cover the principles that Figma is built upon, the growing importance of design as the world moves from consumption to creation, and what it takes to recruit effectively.
12.31.2020

Founder’s Field Guide
Ep.38
Building the New Standard in Security
Christina Cacioppo is the founder of Vanta, a security and compliance software business founded in 2017. We cover the experiences that led her to launch Vanta, the strategy she took to build, price, and distribute the product, and we touch on her lessons from running a growing organization.
06.17.2021
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Founder’s Field Guide
Ep.36
Innovation in Static Industries
Assaf Wand is the CEO and co-founder of Hippo, a homeowner insurance startup founded in 2015. We cover how Hippo approached innovation in the highly regulated insurance industry, unique strategies for building brand trust, and how direct relationships with homeowners have opened up Hippo's business model to a wide range of opportunities.
06.03.2021

Founder’s Field Guide
Ep.35
Building the Financial Center of Gravity
Henrique Dubugras is the co-founder and CEO of Brex. We cover Brex’s transition from a credit card for start-ups to the central account for businesses, why building that central account was orders of magnitude more difficult than expected, and the difference between building a business in Brazil and the US.
05.26.2021

Founder’s Field Guide
Ep.34
Learning How to Sell
Peter Reinhardt is the co-founder and CEO of Segment, a market-leading customer data platform. We cover the lessons Peter has learned throughout his journey running Segment, why revenue operations is an underrated aspect of any business, and the current data use trends.
05.20.2021

Founder’s Field Guide
Ep.33
Manufacturer to Customer
Jeremy Cai is the founder and CEO of Italic, a subscription marketplace for consumer goods that works directly with manufacturers. We cover Italic's business model, the evolving role of manufacturers in supply chains, and the concept of building the next “everything store.”
05.13.2021

Founder’s Field Guide
Ep.32
Lessons in Process Power
James Reinhart is the founder and CEO of thredUP an online thrift marketplace. We cover the competitive advantages of building processing plants from the ground up, how thredUP went from negative gross margins to strong unit economics, and the future of retail.
05.06.2021

Founder’s Field Guide
Ep.31
Supply, Demand, and the Outdoors
Alyssa Ravasio is the co-founder and CEO of Hipcamp. We cover how Alyssa bootstrapped demand in the early days, the importance of creating magical experiences for your customers, and the evolution of Hipcamp's business model
04.29.2021

Founder’s Field Guide
Ep.30
New Physics of Business
Thomas Tull is the founder of Tulco. We cover the movie industry's value chain, how Legendary Entertainment pioneered the use of data analytics to improve their odds of success, and Thomas’ concept of the new physics of business
04.22.2021

Founder’s Field Guide
Ep.29
Building Web 3.0
Trevor McFedries is the founder of technology startup Brud and the creator of virtual pop star Miquela, a Gen Z icon with millions of fans worldwide. We cover the music-industrial complex, the creation of Miquela, and what Web 3.0 will mean for creators and builders.
04.15.2021

Founder’s Field Guide
Ep.28
A Human and Math Problem
Tony Xu is the co-founder and CEO of DoorDash. We cover the origins of DoorDash, how to approach and solve difficult problems, and the leadership lessons he's learned from running DoorDash.
04.08.2021

Founder’s Field Guide
Ep.27
A Primer on Performance Marketing
Jesse Pujji is the Founder & CEO of Gateway X. We cover how revenue mechanics affect ad campaigns, why long sales funnels often offer the greatest opportunities for differentiation, and the various channels and strategies available for performance marketing
04.01.2021