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Live from digitalNow 2025 in Chicago, this special edition of Sidecar Sync brings together voices from across the association world, sharing real-life examples of AI implementation, leadership innovation, and strategic transformation. Mallory Mejias speaks with leaders from the American Paint Horse Association, the Missouri State Teachers Association, AGRiP, and more to uncover how associations are moving from ideation to execution with AI. Whether it’s slashing support calls with AI chatbots or overhauling strategic planning using the St. Louis Arch as a metaphor, this episode is packed with inspiration, practical takeaways, and a healthy dose of in-person energy.

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Betty Bot ➔ https://bettybot.ai
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Amith Nagarajan is the Chairman of Blue Cypress, a family of purpose-driven companies and proud practitioners of Conscious Capitalism. The Blue Cypress companies focus on helping associations, non-profits, and other purpose-driven organizations achieve long-term success. Amith is also an active early-stage investor in B2B SaaS companies. He’s had the good fortune of nearly three decades of success as an entrepreneur and enjoys helping others in their journey.

https://linkedin.com/amithnagarajan

Mallory Mejias is passionate about creating opportunities for association professionals to learn, grow, and better serve their members using artificial intelligence. She enjoys blending creativity and innovation to produce fresh, meaningful content for the association space. Mallory co-hosts and produces the Sidecar Sync podcast, where she delves into the latest trends in AI and technology, translating them into actionable insights.

https://linkedin.com/mallorymejias