Adam Singolda, the founder and CEO of Taboola, leads a powerhouse in content discovery, reaching over 600 million users daily. He dives into the intense competition for online attention and the rising dominance of Apple and Amazon as ad companies. The discussion highlights the limitations of current recommendation systems and the transformative potential of AI in advertising. Singolda also shares insights on the importance of long-term partnerships, particularly with Yahoo, and the cultural agility that fuels Taboola's growth.

Mark Zagorski, CEO of DoubleVerify, opens up about the daunting $100B landscape of digital ad fraud. He discusses the alarming tactics exploited in advertising, particularly in Connected TV, and the financial consequences. With the decline of cookies, he navigates the evolving ad tech space and emphasizes the need for adaptable leaders in the industry. Zagorski also highlights the balance between technological progress and the necessity for human creativity, stressing that independent verification is key to fair advertising.

Farley Mesko, CEO and co-founder of Sayari, shares insights on how geopolitical tensions are reshaping global supply chains. He discusses the need for transparency amidst evolving financial crime networks and the importance of entity resolution in maximizing data value. The conversation delves into the complexities of government contracts in the national security sector and highlights the role of strategic partnerships in business growth. Farley also brings a light-hearted touch, mentioning quirky personal stories and the cultural revival of mustaches.

Michael Barrett, CEO of Magnite and former leader at Millennial Media and Yahoo, discusses the massive $200B shift from linear TV to streaming. He explores how retail media networks are reshaping advertising amidst Big Tech's dominance. The role of AI in transforming programmatic advertising, especially for small businesses, is a key topic. He also delves into challenges like advertising fatigue and data privacy, while shedding light on how the industry is evolving through collaborations and strategic partnerships.

Samo Burja, an entrepreneur and political researcher, shares fascinating insights on how exceptional founders shape civilizations. He discusses the decline of trust in modern institutions and the impact of misinformation on society. Fertility trends across different countries highlight cultural pressures on parenting. The conversation also touches on the complexities of public perception regarding historical figures and the need for resilience in political journeys. Burja advocates for deeper reflection to better understand beliefs and social connections.

Nate Baker, Co-founder and CEO of Qualia—a leading real estate closing platform—discusses the digital transformation in real estate. He dives into how AI is reshaping transactions and the complexities of modern property buying. The conversation reveals the intriguing trend toward 'super app' solutions in real estate and debunks myths surrounding vertical SaaS. Baker also addresses the impact of housing supply politics on the market, making a case for how competition drives innovation in software development.

Chris Hulls, co-founder and CEO of Life360, shares insights on parenting in today’s tech-led world, discussing how family safety monitoring can sometimes be misinterpreted as helicopter parenting. He explores the balance between trust and data, revealing how skepticism can give rise to niche markets. Hulls also opens up about the impact of taking a sabbatical, the rising interest in psychedelics among CEOs for personal growth, and the importance of empathy in strategic business decisions. This is a candid look at innovation, parenting, and mental health.

George Fraser, co-founder and CEO of Fivetran, blends his neuroscience background with data integration insights. He discusses the competition between data giants Databricks and Snowflake. Fraser emphasizes the significance of quality data in AI workloads and evidence-based decision-making. He shares reflections on investment strategies during the pandemic and the complexities of integrating acquisitions. Light-hearted moments reveal the quirks of video call backdrops and the balance between risk and innovation, making for an engaging and enlightening conversation.

DJ Patil, the first U.S. Chief Data Scientist under Obama and now a GP at GreatPoint Ventures, dives deep into the intersection of AI and healthcare. He discusses the pressing challenges in managing healthcare data and the vital role of AI in improving data hygiene. Patil also tackles the complex bureaucratic hurdles within national defense and the need for innovative leadership. Additionally, he emphasizes reshaping education paths beyond conventional wisdom, focusing on mentorship and critical thinking for future innovators.

In this conversation, Alex Lieberman, co-founder of Morning Brew, dives into the hiccups of B2B marketing and shares insights on why it's still lagging behind B2C strategies. He discusses the shifting landscape with modern techniques like influencer marketing and the importance of community building. Alex reflects on the personal challenges entrepreneurs face during transitions, including finding purpose post-exit and tackling imposter syndrome. Adding a playful twist, he even touches on casual fashion faux pas and some intriguing conspiracy theories!