EPISODE · Jan 19, 2026 · 44 MIN
John Sailer | AI Advantage Author | Tech Industry Entrepreneur | Coffee Cocktails & Capitalism
from Coffee, Cocktails and Capitalism · host Coffee, Cocktails, & Capitalism
🥃🎙️Jon Sailer: Building, Exiting & Evolving in TechIn this wide-ranging conversation, we sit down with entrepreneur Jon Sailer to unpack his journey through the fast-paced world of technology, startups, and strategic growth. Jon takes us through the highs and lows of building multiple companies from the ground up, collaborating with fellow founders to launch innovative products, and making smart exits that have shaped his career.Along the way, he shares invaluable lessons on leadership, resilience, and the mindset it takes to thrive in a constantly changing industry. We dive into Jon’s experiences traveling the world, what he’s learned about business and life beyond the boardroom, and his thoughts on where technology — including artificial intelligence — is heading. He also talks about his recent book on AI and how today’s entrepreneurs can harness its power.More than a story about startups, this episode is a masterclass in adaptability, purpose-driven work, and the human side of innovation. Tune in for thoughtful insights, a few laughs, and a fresh perspective on what it really means to build, grow, and reinvent yourself in tech.
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John Sailer | AI Advantage Author | Tech Industry Entrepreneur | Coffee Cocktails & Capitalism
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