Steve Kaufer, Co-Founder of Tripadvisor, shares insights on handling negative reviews, the psychology of user behavior, and the impact of AI on review platforms. He also discusses the importance of agility in business, setting company culture, and hiring the right people. Additionally, Steve reflects on his entrepreneurial journey, managing through crises like 9/11 and COVID-19, and his new venture Give Freely.

Bill Shufelt, CEO of Athletic Brewing, shares the journey from hedge fund trader to leading non-alcoholic craft beer producer. Topics include unscalable brand strategies, celebrity partnerships, market challenges, personal sacrifices, innovative brewing processes, and cultural differences in the non-alcoholic beer industry.

Robinhood CEO Vlad Tenev discusses meme stock crisis, crypto views, AI in finance, brand strategy, Gold Card launch, X1 acquisition, remote work challenges, and hiring talent in an engaging podcast conversation.

Sam Altman, CEO of OpenAI, discusses the launch of ChatGPT-4o, predicts the future of AI, covers AGI, societal impact of humanoid robots, AI personal assistants, opportunities, risks in the AI landscape, AI in communication and creativity, AI ethics and regulation, safety in AI, societal changes, educational adaptations for the AI era, and personal and professional challenges.

Marcus Ryu, co-founder of Guidewire and partner at Battery Ventures, shares his journey of building a $10B company, the challenges of startup beginnings, and the importance of precision in startup success. He discusses the power of insight, overcoming rejection, navigating legal battles, and sustaining founder relations. The conversation also explores the philosophical approach to investing, the future of vertical software, and decision-making in entrepreneurship and venture capital.

HashiCorp co-founder Armon Dadgar reflects on the IBM acquisition, spanning from founding stories to navigating multi-product strategies, market adaptation, and challenges. Topics include customer trust, organizational evolution, branding, leadership dynamics, and the impact of Docker on fundraising. Dadgar also explores open-source monetization dynamics, the evolution of product portfolios, and the importance of user vs. buyer dynamics in strategic product development.

Andrew Bialecki, CEO of Klaviyo, discusses bootstrapping to $1M in ARR, strategic pivot to e-commerce, and building a culture of learning. Topics include entrepreneurship, team building, hiring challenges, and embracing experimentation. The podcast explores Klaviyo University, effective business writing, recruitment strategies, and crafting company culture as a product.

Jeremy Levine, Partner at Bessemer, reflects on his best and worst investments, discussing the impact of technology on VC, choosing the right investor, career paths in VC, decision-making intricacies, and the evolution of investment strategies in India and tech investments.

CEO of Flock Safety, a $4B company, discusses using AI to tackle crime, privacy vs safety balance in tech solutions, community collaboration, and building a strong team culture for business success.

Sanjit Biswas, CEO of Samsara, discusses scaling the company to $20B, leadership lessons, innovative hiring practices, shifting to remote work post-pandemic, and building a billion-dollar business. The conversation explores product evolution, customer feedback integration, resource allocation, CEO evolution, building a growth-oriented mindset, AI utilization, and long-term company building strategies.