Tech Marketing Rewired Podcast

How Bold Marketing Builds Breakout Brands with Udi Ledergor of Gong

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About the Episode

What if playing it safe is actually the riskiest marketing strategy of all? That's the provocative premise at the heart of my conversation with Udi Ledergor, former CMO and current Chief Evangelist at Gong, who shares the breakthrough strategies from his bestselling book "Courageous Marketing."

Udi reveals the counterintuitive truth that most marketers discover too late: following "best practices" (which he calls "boring practices") only delivers ordinary results. When you're competing for attention in crowded markets, ordinary is a death sentence. But there's an alternative approach that doesn't require massive budgets – just the courage to stand out.

From his journey taking Gong from startup to category leader, Udi shares tactical frameworks you can implement immediately. His "Punch Above Your Weight" strategy demonstrates how he created campaigns that appeared to cost millions while spending a fraction of that amount. Times Square billboards for hundreds of dollars? Super Bowl commercials for under $300,000? Udi breaks down exactly how he did it, and how you can too.

Perhaps most valuable is his insight on creating the psychological safety that marketing teams need to take creative risks. Drawing from research by Adam Grant and others, he explains how to balance creative experimentation with what he calls "process accountability" – ensuring all creative efforts align with business objectives.

For marketers drowning in a sea of sameness, Udi offers practical advice on carving out budget for experiments (he recommends 5-10% specifically for marketing tests), gaining leadership buy-in, and using customer conversation data to generate unique marketing insights. The content series "Gong Labs" is a perfect example – transforming pattern recognition from sales conversations into genuinely useful content that helped build an audience of nearly 300,000 LinkedIn followers.

As we navigate the AI era, Udi cautions against using technology merely to accelerate mediocrity. The truly human elements – surprising insights, unexpected angles, and genuine connection – remain the essence of breakthrough marketing.

Ready to take the boring out of B2B? Listen now and discover how to create marketing that doesn't just perform well, but stands out, sparks conversation, and drives extraordinary business results.


🎧 Tech Marketing Rewired is hosted by Kevin Kerner, founder of Mighty & True.

New episodes drop regularly with unfiltered conversations from the frontlines of B2B and tech marketing.

Catch the video version of the podcast on our YouTube channel.

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Guest Bio

Udi Ledergor is the Chief Evangelist at Gong and the bestselling author of Courageous Marketing. A five-time startup marketer and former CMO, Udi helped Gong build a beloved category-defining brand through bold, creative tactics that defied B2B convention.

He now shares those lessons with marketers, founders, and sales leaders around the world, both on stage and in his writing. You’ll often find him posting smart takes on marketing leadership, brand strategy, and data-driven storytelling.

🔗 Follow Udi on LinkedIn

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