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Always Be Testing

#80 Courageous Marketing: Ditch "Safe" B2B Strategies & Stand Out | Udi Ledergor, Chief Evangelist and former CMO, Gong

Apr 15, 2025
27:43

In this episode, Tye DeGrange is joined by Udi Ledergor to dive into Udi’s new book, "Courageous Marketing: The B2B Marketer's Playbook for Career Success," released on April 10th. Drawing from two decades of experience and insights from top CMOs, the book challenges traditional B2B marketing practices and encourages a bold, strategic mindset.

The conversation covers key themes like overcoming “death by committee,” prioritizing product-market fit over blindly following so-called best practices, and embracing a human-first approach — even in an AI-driven world. They discuss the power of bold branding (with examples like Gong’s distinct visual style) and the importance of tailoring strategies for both the 5% actively in-market and the 95% who aren’t — known as the “95.5 rule.”

Other highlights include building trust through authentic content and personal branding, using frameworks like RAPID for faster decisions in big teams, and leaning into courageous marketing that solves real problems and creates lasting brand impressions — even if they’re not always easy to measure.

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