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Rory Garton-Smith & Harry Dixon: They saw the gap. Nobody else did.

Rory Garton-Smith & Harry Dixon: They saw the gap. Nobody else did.

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When Apple's iOS privacy changes hit, most people saw a headache. Rory Garton-Smith and Harry Dixon saw something else: millions of brands suddenly unable to reach customers, and no good solution in sight. So they built one.

Checkmate connects consumers with personalised offers at the exact moment of intent, replacing spray-and-pray marketing with something precise enough that household brands are now paying attention. Eight-figure ARR. 260 million users. Revenue up 6,000% in six months.

But the more interesting thing is what they've learned along the way. Because when you sit inside the shopping journeys of hundreds of millions of people, patterns emerge. Shopping windows. Platform preferences. How intent signals behave. What converts and what doesn't - and exactly why. That data is now the foundation of an AI marketing platform that goes well beyond savings.

In this conversation with Mason Yates, Rory and Harry talk about how they found the gap, how they solved the chicken-and-egg problem between brands and consumers, and where the intelligence they've built is taking them next.

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