In this episode of Founder at 50, Jeremy talks with Bob Gillbreath about his path from economics major to banker, marketer, founder, and now reflective entrepreneur. Bob shares candid stories of building companies, learning from failures, and finding purpose beyond profit.

Key themes from the conversation:

Early career lessons in banking and the moment he realized he needed work with real differentiation

Discovering digital marketing in its infancy and pioneering early campaigns at Procter and Gamble

Launching an agency, scaling it to hundreds of people, and selling to WPP during the dot com boomBuilding Ahalogy, a Pinterest marketing startup, surviving near collapse, and pivoting into influencer marketing before it went mainstreamRedefining success after exits by creating a holding company for service businesses and focusing on personal growth, mindfulness, and ego development

Bob also shares how he now uses AI as a thought partner in journaling and self-reflection, and why he believes his most important job today is learning to be a better human being.

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