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In this episode of The AI Advantage, Matt Brown sits down with Jeanne Sheehy, Chief Marketing Officer at Bostrom, to explore how AI is reshaping the marketing landscape inside associations. Jeanne shares how her nine-person marketing team is experimenting with tools like Synthesia for video production, Hey Orca for smarter social media management, and analytics platforms that personalize communications and improve campaign performance.

She explains how Bostrom created an AI Council to establish guardrails, policies, and readiness frameworks that help associations adopt AI responsibly without compromising confidentiality or trust. From reducing video production timelines to tailoring content for member engagement, Jeanne outlines how AI is helping marketers do more with less while also highlighting the importance of transparency and ethical use.

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In this episode of The Threshold, Matt, Brent, and Rich dig into what it means to live well without getting lost in the grind. Rich shares his shift from chasing a big, complicated business to building a “tiny epic business” that supports a big, simple life. Brent reflects on the soul-filling joy of watching the sunrise in the Karoo, the power of shared experiences, and why the best moments often cost nothing.

They explore the idea of being a “reluctant adult” — making deliberate choices to hold on to playfulness, belly laughs, and long-form time with friends in a short-form world. Along the way, they unpack the difference between ritual friends and adventure friends, why fewer but deeper relationships matter, and how live, in-person moments are becoming more valuable than ever.

It’s part philosophy, part storytelling, and part gentle reminder that success isn’t just about money or growth — it’s about designing a life you don’t want to escape from.

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In this episode of The Matt Brown Show – AI Advantage, Matt sits down with Vivienne Wei, COO of Salesforce’s AgentForce platform, to explore how AI agents are transforming the enterprise. From crossing one million live conversations to building empathy into automated workflows, Vivienne shares how Salesforce is redefining customer experience, data governance, and AI adoption at scale. They discuss overcoming fear and inertia in AI deployment, creating agent–human collaboration, and the leadership mindset required to guide this next era of digital labor. Whether you’re a startup founder or a Fortune 500 executive, this conversation offers practical insights on building secure, trusted AI systems that empower people, not replace them.

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In this episode of The Matt Brown Show – The AI Advantage, Matt speaks with Michael Gebhardt, Investment Principal at New York-based private equity firm VSS. Michael shares how AI is reshaping private equity—from sourcing and evaluating deals to reducing risk and unlocking new value in portfolio companies. He discusses real-world examples, including AI-powered language interpretation, the challenges of integrating AI into professional services, and the impact on business models and leadership skills. The conversation also explores ethical considerations, market disruption risks, and why strategic thinking will be the most critical skill for future CEOs.

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In this episode, Matt Brown sits down with John Jeffcock, Chief Executive of the award-winning C-Suite network business Winmark, to explore how AI is reshaping executive leadership and business strategy. John shares insights from working with over 2,000 CXOs worldwide, including practical AI case studies, the push toward one-person business functions, and the evolving role of augmented leadership. The conversation covers the acceleration of AI adoption, challenges in finding high-quality implementation examples, the widening skills gap, and how education must adapt for the next generation of leaders. John also offers bold predictions about AI’s future impact on industries, government, and everyday life.

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In this AI Advantage episode of The Matt Brown Show, Matt speaks with Tish Squillaro, Founder & CEO of Candor, about how to lead effectively in an AI-driven world. They discuss why core leadership traits like empathy, adaptability, and communication still matter, how AI can complement—but not replace—human judgment, and the risks of losing entry-level talent to automation. Tish shares insights from over two decades of management consulting, explaining how leaders can balance technological adoption with people-first strategies to future-proof their organizations.

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In this episode of The AI Advantage, Matt Brown talks with Courtney Matson, Managing Partner of BroadBranch Advisors, about how leaders can overcome their blind spots, uncover hidden market intelligence, and make smarter strategic decisions. They explore how AI fits into the discovery process, why nimbleness beats rushing to build, and how companies can close the gap between what they know and what they can’t see.

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In this episode of The Matt Brown Show – AI Advantage, Matt speaks with Deb Stambaugh, founder and CEO of Brave New World, about how AI is reshaping marketing and business strategy. Deb shares her perspective on using AI as a tool to speed up content creation, enhance operational efficiency, and unlock strategic capacity — without losing authenticity or originality. They explore the ethics of AI-generated content, overcoming fear in AI adoption, and real-world examples from brands like Walmart and Sephora. Whether you’re a founder, CMO, or executive, this conversation offers practical insights for integrating AI into your business as a genuine accelerator, not a replacement.

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