Fight to the Finish
Bill Herling co-founded Humming, a programmatic advertising DSP, in 2018. He grew it to 30+ employees and raised over $5 million. Last week, Ambassador acquired Humming's operating assets — our fourth acquisition and the ninth engine in our closed-loop customer intelligence platform. In this conversation, Bill and I go deep on what's actually broken in ad tech, why P&G cut $200 million in search spend and saw zero revenue impact, and why most companies are 70-80% over-indexed on search. We talk about the Rodriguez List — Robert Rodriguez making a $7,000 movie by writing down what he had access to for free — and how that mindset applies to building startups with less capital than you think you need. Bill shares his "One Take Effect" philosophy — why your first instinct is usually right, even when the market, your board, and your own doubt try to pull you in a different direction. We both realized we'd gone through the exact same journey of doubting our original vision and coming back to it three years later. We get into why consumption pricing is coming to programmatic advertising, why the AI shakeout is creating acquisition opportunities for companies sitting on real data, and why the gap between paid acquisition and customer outcomes is the biggest unsolved problem in enterprise software. Bill closes with two words of advice that I can't stop thinking about. Topics covered: * Why programmatic advertising has never been connected to customer outcomes * The P&G and eBay data on search spend waste * Robert Rodriguez and the art of building from what you have * The One Take Effect — trusting your original thesis * Consumption pricing for ad tech * The AI startup shakeout and what comes next * Why Ambassador acquired Humming * The best two-word advice for founders
24 episodes
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