Why do so many marketing campaigns fall flat, even when the content is strong? Trevor Grimes sits down with Sydney Webber to answer that question through the lens of storytelling, distribution, and authenticity. Sydney, a B2B SaaS marketer specializing in Proptech at Venn, shares her unconventional path from ballroom dancing to leading marketing in the multifamily real estate tech space.

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In this candid conversation, Sydney explains why the heart of a successful campaign lies in people’s relationship to the story, not just the story itself. She reveals how to create content that makes people stop scrolling, why apps may disappear in the next five years, and the one hill she’ll die on: distribution is everything. Listeners will leave with a fresh perspective on what it means to create content that truly resonates and how to bring others along for the ride.

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👤 Guest Bio

Sydney Webber is a B2B SaaS marketer specializing in Proptech and currently leading marketing at Venn. With over a decade in the multifamily real estate industry—from leasing agent to tech marketing leader—Sydney blends deep industry expertise with a passion for storytelling. Her background in theater and podcasting fuels her ability to craft authentic marketing strategies that connect with audiences on a human level.

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📌 What We Cover

• The surprising reason your content may not resonate (and how to fix it)
• Why apps might disappear within five years and what this means for marketers
• The difference between a great story and a story people actually share
• How to build authentic relationships that power distribution
• Sydney’s creative process—big ideas, deadlines, and lessons learned from both wins and flops
• Why understanding your customer’s motivations is non-negotiable
• The freedom of creating content knowing “nobody cares” (and why that’s a good thing)
• The power of consistency and why distribution is just as important as the story

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🔗 Resources Mentioned

• Scrappy ABM Workshop
• Built Rewards
• Venn

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