AI is rewriting the rules of timeshare, and the biggest shift is simpler than it sounds: we are finally fixing communication. Recorded live at ARDA’s Spring Conference in Las Vegas, Dan sits down with two leaders working at the intersection of technology and vacation ownership, and we get concrete about what’s working right now and what’s about to change next.

This is the final episode in our 3-part series exploring the evolution of timeshare.

First, Jason Tremblay, CEO of One Agency, explains how AI moves from “cool idea” to practical application in sales and marketing. We dig into real-world use cases like turning social media comments into two-way conversations, handling skepticism at scale, and using persistent memory so a prospect’s context follows them from platform to platform. The takeaway is clear: better conversations mean better conversions, and AI makes one-to-one personalization possible without burning out teams.