Eric Glyman, co-founder and CEO of Ramp, a cutting-edge financial operations platform, takes listeners on a journey through the transformative landscape of banking and fintech. Discover the trends shaping corporate spending, the power of price intelligence, and Ramp's unique 'Moneyball' hiring strategy aimed at nurturing fresh talent. Glyman contrasts traditional banking inefficiencies with a customer-first approach while highlighting the importance of trust and innovation for business success. Tune in for insights on fostering a culture of growth and performance!

Matt Mullenweg, CEO of Automattic and the visionary behind WordPress, discusses the trademark dispute with WP Engine and its implications for the open-source community. He clarifies misconceptions surrounding the conflict and the influence of private equity on tech. The conversation delves into negotiation dynamics in the industry, focusing on fostering genuine collaboration. Mullenweg also emphasizes the importance of direct communication and navigating public relations, while highlighting the values of open-source technology vs. proprietary solutions.

Ben Casnocha, co-founder of Village Global and co-author of bestselling books with Reid Hoffman, shares his insights on career development as if it were a startup. He discusses the importance of adaptability and optionality in career planning, the role of serendipity in networking, and strategies for evaluating startup founders. Casnocha also reflects on the "Goldilocks Theory of Wealth"—the notion that moderate wealth can enhance happiness, along with the complexities of status and relationships in a competitive world.

Matt Clifford, co-founder of Entrepreneur First, discusses the art of investing in talent and the traits that make successful tech founders. He emphasizes the vital mix of practical skills and self-motivation necessary for entrepreneurial success. The conversation dives into the UK's Advanced Research and Invention Agency and its unique approach to fostering scientific innovation. Additionally, they explore the evolution of ambition in technology and the dynamic landscape of AI, where personal connections and domain knowledge are key to navigating power.

Daniel Pink, author of seven bestselling books including Drive and The Power of Regret, shares insights on adapting sales strategies in the age of AI and big data. He discusses the evolving roles of salespeople, emphasizing the blend of sales and internal persuasion. The conversation also highlights the impact of chronotypes on productivity and the importance of flexible work arrangements. Pink delves into the complexities of sales compensation, urging a shift away from traditional incentives, while exploring the psychological aspects of regret in career planning.

Michael Walrath, Yext's CEO and cofounder of Right Media, shares insights on the shifting landscape of software vendor consolidation. He discusses the challenges of increasing software implementation costs and the movement towards efficiency for businesses. Walrath highlights the importance of balancing profitability and growth in the evolving VC funding environment. He also provides a candid look at improving board meetings, stressing the need for constructive tension and strategic capital allocation to foster long-term success.

Bjorn Lomborg, president of the Copenhagen Consensus Center and bestselling author, dives into data-driven solutions for global issues. He argues for effective, low-cost policies to save lives, like enhancing technology in education and health. The discussion highlights the ethical challenges in valuing human life and critiques current climate change strategies as costly with minimal returns. Lomborg also sheds light on innovative approaches in global health using CRISPR and contrasts the immigration policies of Denmark and Sweden.

Alex Wirth, cofounder and CEO of Quorum, dives into the fascinating intersection of AI and lawmaking. He discusses how AI is changing political advocacy, making legislation easier to navigate and predict. The podcast reveals challenges of selling to government entities, while exploring modern lobbying practices. Wirth also touches on revitalizing local news, the hurdles faced by startups, and the unexpected joys of entrepreneurship. He even shares a whimsical conspiracy theory about giant pandas in the U.S., adding a fun twist to the discussion.

Bryan Caplan, a professor of economics at George Mason University and bestselling author, dives into the intriguing world of education as a signaling tool rather than just a knowledge source. He discusses the pressures faced by youth choosing their educational paths, critiquing the obsession with prestigious institutions. The conversation also touches on parenting dynamics and how perceptions of involvement can shape a child's success. Additionally, Bryan explores immigration's impact on education and societal beliefs, revealing the complexities behind these issues.

Oleg Rogynskyy, founder and CEO of People.ai, discusses the seismic shifts AI is bringing to the sales industry. He explores how sales roles are evolving towards automation and API-driven processes, reducing reliance on human intermediaries. Oleg highlights the resilience of tech in Ukraine amidst geopolitical challenges and shares insights on innovative digital governance. He stresses the importance of unique datasets for competitive advantage and the need for a solid foundation in business scaling before rapid growth.