Most channel partners are sitting on a goldmine: support tickets, help-desk chats, and billing notes that scream expansion signals but nobody listens. In this interview Bob and a guest (an AI-driven customer success leader) walk through a practical, low-tech-first approach to mining conversations with lightweight NLP to find upsell triggers — license requests, feature gaps, recurring manual work, and vendor frustrations — and turn those signals into prioritized outreach workflows. You'll get a step-by-step playbook you can pilot in 30 days: what data to extract, simple models to surface opportunities, play templates for triggered outreach, and human-in-the-loop rules that prevent noise. This episode teaches a repeatable, low-cost system that solves inconsistent follow-up, replenishes lead flow from existing clients, and creates a predictable expansion engine without heavy engineering. Listeners will leave with concrete next steps, a checklist for a 30-day pilot, and scripts to start outreach the week after you listen. Visit the show site to grab the companion checklist and templates.