Objection Master: Build an AI-Powered Objection-Handling Engine

This episode teaches technology advisors a compact, actionable system for building an AI-driven objection-handling engine they can deploy in hours, not weeks. Bob and AI expert guest walk through collecting real objections, turning them into data, and using prompt-first recipes to generate tailored rebuttals, follow-up cadences, and live roleplay scripts that train you and your team. You’ll hear a real loss story, watch a live roleplay using AI-generated responses, and leave with a step-by-step checklist: tools to use, what CRM hooks matter, the metrics that prove ROI, and guardrails to avoid sounding robotic. Entertaining, tactical, and built for busy advisors, this episode solves a single, massive revenue leak—weak objection handling—so you convert more opportunities without adding headcount.