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Kelly
Masters
Director, Product Marketing
Sitecore
Kelly Masters is Director of Product Marketing at Sitecore and a creative, empathetic, and performance-driven marketing leader with more than a decade of experience in B2B technology. She has worked across both innovative startups and multibillion-dollar enterprises, building a reputation for translating complex technical capabilities into clear, value-centric messaging that drives revenue and market impact. Kelly is passionate about inspiring, not manipulating, buyer behavior. She believes great marketing starts with a deep understanding of the customer, a sharp view of the competitive landscape, and a relentless focus on value and purpose over features. nown for her ability to align cross-functional teams and execute high-impact campaigns, she consistently delivers strategic programs that resonate with audiences and accelerate growth.
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18 June 2026 11:30 - 12:00
PMM x The Traitors | The messaging roundtable: Faithful, flawed, or full-on traitor?
Claudia Winkleman would say the roundtable exposes weak strategies. PMMs know bad messaging does it even more brutally. In this live, interactive roundtable, competing messaging narratives go head-to-head and the room decides which one survives. You’ll debate benefits, proof points, clarity, and differentiation, then publicly banish the weakest story. This session is all about messaging, not positioning. We assume the positioning exists. The question is: how effectively does it translate into clear, compelling, differentiated messaging that actually lands? Why does this matter? Because messaging rarely fails loudly. It fails in confused buyers, stalled deals, and “this sounds like everyone else.” The PMMs who can diagnose flawed messaging, sharpen value articulation, and defend strong narrative choices are the ones who win influence and drive revenue. How it works: 1. The reveal: Multiple messaging narratives are presented, each built from the same underlying positioning. 2. The debate: You analyse strengths and hidden flaws across benefits, differentiation, clarity, and proof. 3. The banishment: The room votes out the weakest messaging narrative. 4. The breakdown: We unpack what worked, what diluted the story, and how stronger messaging drives real-world impact.