Sam Krindenberg

Co-founder of Cuttable and former founder of A Cloud Guru, which he sold to Pluralsight for $2 billion. Passionate about solving puzzles and building innovative solutions.

Best podcasts with Sam Krindenberg

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May 20, 2025 • 1h 3min

The Unlikely Pair: $2B Cloud Exit, Reshaping AI Ads, Competing with Thiel, Backing Human Creativity

Jack White, Co-founder of Cuttable with a rich creative background in advertising, teams up with Sam Krindenberg, who sold A Cloud Guru for $2B. They discuss how their contrasting experiences shape their approach to AI-driven advertising. Jack shares poignant advice from his father, while Sam’s journey from risk-averse beginnings to tech success unfolds. The duo explores why most AI ads fall flat and their mission to elevate creativity, believing human artistry remains crucial even in an AI-saturated market.

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