Price to Win: Building an AI Pricing & Packaging Playbook for Tech Advisors

This interview episode walks tech advisors through building an AI-assisted pricing and packaging playbook that increases close rates, protects margins, and shortens sales cycles. Bob interviews a guest who has built practical pricing engines for channel sellers, then breaks down a repeatable framework: discover value drivers, design tiered packages, use AI to generate personalized price narratives, and set guardrails to protect commissions. The conversation includes a real-world example where small, data-driven package changes lifted deal velocity and margin. Listeners get a week-long sprint they can run immediately: the exact data inputs to collect, prompt templates for offer generation, a simple A/B test plan, escalation rules, and ready-to-use scripts to communicate price confidently. Tactical, no-hype, and tailored to solo advisors and small teams, this episode teaches one implementable system that solves a real pricing problem and moves you toward action.