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Grit

Latest episodes

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Dec 4, 2023 • 56min

#167 CEO StockX, Scott Cutler: Detroit’s First Unicorn

StockX CEO Scott Cutler discusses out-of-touch VCs, challenges of marketplaces, gaining perspective, work-family balance, e-commerce in the US vs. China, and digital ownership. He emphasizes the importance of the journey rather than the destination, and shares insights on routines, StockX's future, going public, SPACs, and NFTs. Additionally, he highlights the power of persistence and addresses the challenges of balancing work and family.
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Nov 27, 2023 • 1h 5min

#166 Executive Chairman & Former CEO Attentive, Brian Long: Problem Hunting

Brian Long, former CEO of Attentive and author of Problem Hunting, discusses the importance of understanding the problem being solved, building and scaling companies, the value of relationships in sales, the rollercoaster of emotions when selling a company, the early stages and pivot of Attentive, and personal excitement in working with loved ones.
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Nov 20, 2023 • 1h 11min

#165 Former CEO & Co-Founder of Zillow, Spencer Rascoff: Real Estate Voyeurism

Spencer Rascoff, former CEO of Zillow, discusses his post-Zillow life, teaching grit to kids, the impact of 9/11 on his business, creating a discount travel company, and the importance of having a career mirror.
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Nov 13, 2023 • 1h 4min

#164 CEO & Co-Founder Duolingo, Luis von Ahn: "The Pitch Was Never Pittsburgh"

Luis von Ahn, CEO and co-founder of Duolingo, discusses returning to the office, hiring strategies, growing up in Guatemala, language education, and public speaking tips.
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Nov 6, 2023 • 1h 3min

#163 CEO Bill, René Lacerte: Hourglass Leadership

René Lacerte, co-founder and former CEO of PayCycle, discusses the challenges of being a CEO and the importance of adapting to change. Topics include office environment, work-life balance, family values, empathy for small businesses, and the fulfillment of starting a business. Lacerte also reflects on personal regrets and lessons learned, while exploring the concepts of intentionality and persistence in personal growth.
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Oct 30, 2023 • 1h 2min

#162 CEO & Co-Founder Rippling, Parker Conrad w/ Mamoon Hamid: Compounding

Parker Conrad, CEO of Rippling and Mamoon Hamid, partner at Kleiner Perkins discuss their experiences with startups, the challenges they faced, and the importance of executives being involved in problem-solving. They also delve into the concept of compound startups, deep integrations, and the inefficiency of buying separate software components. The podcast offers insights on fundraising dynamics, starting companies for the right reasons, and the unique series A of Rippling.
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Oct 23, 2023 • 1h 6min

#161 Founder & EVP of Oracle NetSuite, Evan Goldberg: Endless Possibilities

Evan Goldberg, Founder and EVP of Oracle NetSuite, discusses the journey of building the company, starting a tech startup, the challenges faced, and the importance of learning from past mistakes. They reflect on their work at Oracle, the financial losses experienced during an IPO, and the resilience of loved ones. They also share their passion for writing software and talk about the endless creative possibilities in the industry.
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Oct 16, 2023 • 1h 3min

#160 CEO Grammarly, Rahul Roy-Chowdhury: Better, Not More

Rahul Roy-Chowdhury, CEO of Grammarly, discusses the potential of AI and responsible technology, their journey to becoming CEO, the importance of focusing on problems rather than solutions, and the power of 'grit' in leveraging technology innovation for communication and productivity.
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Oct 9, 2023 • 1h 4min

#159 CEO 1Password, Jeff Shiner: Chief Eliminator of Obstacles

Jeff Shiner, CEO of 1Password, discusses building a good product, distinguishing between customers and users, sleeping patterns, fear of failure, the Silicon Valley bubble, raising funding, eliminating obstacles as a CEO, using Ryan Reynolds in commercials, emotional significance of long-term employees, launching a new product, reflections on the entrepreneurial journey, and the meaning of grit.
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Oct 2, 2023 • 1h

#158 CRO Anduril Industries, Matt Steckman: On Defense

CRO of Anduril Industries, Matt Steckman, talks about the importance of defense tech, barriers to entry, government decision making, utilizing AI for border security, acquisition of Dive Technologies, qualities for success, and hiring needs in the defense industry.

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