Remember those awkward telethon calls at dinnertime? The University Advancement team came up with a pretty wild idea to connect with alumni across generations, moving beyond old tactics to build deeply genuine relationships using an artificial intelligence agent. Uhh, what? Hear how they're using an AI-powered Virtual Engagement Officer to redefine connection, boost donor engagement without an army of human fundraisers, achieve an astonishingly low opt-out rate, and even learn Wake Forest's unique campus lingo. Don't worry, she won't say, "Go Demon Deacons!" We discuss the unexpected benefits, the challenges of ceding control to AI, and the profound implications for how organizations will foster community and support in a rapidly evolving digital landscape. Prepare to rethink what's possible.

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