Invest Like the Best with Patrick O'Shaughnessy

Jess Lee, a Partner at Sequoia Capital and Chief Product Officer, co-founded the fashion app Polyvore and launched All Raise, a non-profit advocating for gender balance in tech. In the discussion, Jess shares insights on the synergy between product development and investing, emphasizing community's role in driving business growth. She highlights the importance of understanding customer needs and the unique challenges women face in the venture landscape. The vibrant connections formed at events like Comic-Con showcase community's power in fostering brand loyalty.

Kenneth Stanley, a Professor in Computer Science and neuroevolution pioneer, challenges conventional goal-setting in his insightful discussion. He argues that rigid objectives may hinder true innovation and stresses the importance of embracing unexpected opportunities. The conversation highlights how serendipity fuels creativity, showcasing examples like Picbreeder's individual creativity versus consensus voting. Stanley emphasizes exploration, courage, and gratitude in fostering innovation, advocating for a mindset that prioritizes curiosity over strict goals.

In this insightful discussion, Lydia Jett, Managing Partner at SoftBank Investment Advisers, shares her journey from risk assessment in private equity to leading e-commerce investments. She delves into the evolution of retail influenced by technology, emphasizing the need for businesses to innovate. Lydia highlights traits of successful e-commerce CEOs, especially immigrant founders, and the importance of operational efficiency. The conversation further explores SoftBank’s big-thinking investment philosophy and the unpredictable landscape of venture capital, focusing on the need for humility and patience in leadership.

In this engaging conversation, Josh Wolfe, co-founder of Lux Capital, and Chris Power, founder of Hadrian, spark discussion about the urgent modernization needed in aerospace and defense manufacturing. They delve into the challenges of aging workforces and supply chain intricacies while highlighting innovative solutions in precision manufacturing. The duo also explores the shifting investment landscape for deep tech ventures, emphasizing the importance of operational efficiency and resilience in navigating market volatility. Their insights blend technology and social responsibility brilliantly.

Martin Casado, a general partner at Andreessen Horowitz and co-founder of Nicira, shares his insights on digital infrastructure's evolution. He discusses the industry's complexities and the shift from traditional IT to cloud computing, highlighting challenges faced by companies like Dropbox. Casado emphasizes the rise of API-first companies and the changing roles of developers in enhancing application integration. He also explores the modern data landscape's transformation, influenced by AI and ML, and offers an optimistic view on the future of digital infrastructure.

Aswath Damodaran, a renowned Professor of Finance at NYU, shares his deep insights on investing. He explores the intricate relationship between inflation and investment strategies, reflecting on historical lessons from previous decades. The conversation also critiques the complexities of using return on invested capital (ROIC) and emphasizes the need for a broader perspective in evaluating companies. Damodaran discusses the evolving landscape of investment strategies, encouraging deeper valuations and adaptability in the face of technological advancements.

Brian Schimpf, CEO and co-founder of Anduril, shares insights on shaking up the defense industry with innovative technologies. He discusses Anduril's agile approach that contrasts sharply with outdated cost-plus models, fostering rapid advancements for the Department of Defense. The conversation covers the evolution of drone technology, emphasizing the efficiency of autonomous systems and the ethical considerations in using AI for military purposes. Schimpf also reflects on the shift toward fixed-price contracts and the implications for future warfare strategies.

Tobi Lütke, co-founder and CEO of Shopify, shares insights about the evolution of digital infrastructure and its critical role in business amidst market volatility. He emphasizes Shopify's adaptive growth strategy and the importance of flexibility in logistics post-COVID. Giuseppe Coco from LK Advisors discusses enhancing investment analysis through Canalyst, illustrating the need for practical financial models. Together, they delve into how technological advancements reshape market dynamics and the value of simplified financial analysis for better decision-making.

Tyler Cowen, an economics professor and influential blogger, teams up with Daniel Gross, founder of the startup accelerator Pioneer and former Y Combinator partner. They delve into the dynamic nature of talent identification, challenging traditional evaluation metrics. The conversation highlights the untapped potential of young individuals, the hidden strengths in neurodiversity, and the importance of genuine connections in attracting the right candidates. They also discuss the challenges of biases in talent assessment and how innovative approaches can reshape our understanding of excellence.

In this engaging discussion, Jeff Jordan, a General Partner at Andreessen Horowitz and former leader at eBay, PayPal, and OpenTable, shares his wealth of insights on marketplace dynamics. He discusses the evolution of business models, the importance of network effects, and navigating investment complexities. Giuseppe Coco, an investor at LK Advisors, adds depth by highlighting modern financial modeling with Canalyst. Together, they emphasize leadership in entrepreneurial journeys, the challenges of hiring tech talent, and the transformative power of community-building through shared experiences.