Podcasts · The Advanced Selling Podcast

Stop Getting AI Slop: Train It on How You Sell

19 Oct 2026 · 21 min · Episode 903

Send us Fan Mail

If AI keeps handing you generic, forgettable output, the tool usually isn’t the problem. You never taught it who you are, who you sell to, or how you sell.

In this episode, Bill and Bryan get into the AI conversation everyone’s having. Their angle is a practical one: training your AI so it works the way you do. They start with the shift from “prompting” to simply talking, out loud, in voice mode or a voice memo. Then they walk through the first five of their ten training questions every seller should answer and feed to their AI.

You’ll learn:

• Why talking to your AI beats writing the “perfect” prompt • The first five training questions: the problem you solve, your top objections, your sales philosophy, your discovery questions, and your ideal client • Why real specifics (client names, companies, details) change the quality of what comes back • How feeding your CRM’s closed-lost data to AI can show you where you’re really losing deals • The question to ask your AI at the end that catches what you missed

Plus, a 20th-anniversary shout-out from longtime listener (and fellow podcaster) Trevor L. in Cornwall, UK.

The Insider program is open for enrollment. To check out our small learning group, go to http://advancedsellingpodcast.com/insider

If you haven't already, join 14,000+ other sales professionals in our LinkedIn group at advancedsellingpodcast.com/linkedin

Is it time to make a BOLD move in your business? If so, download our brand new book, "12 Bold Moves - Insider Secrets to Reinventing Yourself and Your Business." http://12boldmoves.com

Links in the notes 1

• https://www.buzzsprout.com/2517440/fan_mail/new