Unlocking ChatGPT for Sales Training, Role Play & Prospecting: The REAL Value of AI for Salespeople with Jeff Bajorek, Outbound Squad

Most salespeople are using AI wrong—and it's showing. Kelly and guest Jeff Bajorek of Outbound Squad unpack how to stop getting generic junk from ChatGPT and start using it to actually improve your sales game.

Salespeople love shortcuts—but AI isn’t one. In this episode of Sales [UN]Training, Kelly is joined by Jeff Bajorek to dismantle the lazy approach most reps are taking with ChatGPT. Spoiler: If your prompts are weak, your outputs will be worse. Jeff shares how he pulled the most common AI prompts from sales pros—and why they’re failing to move the needle. You’ll hear the top 10 things reps are asking AI to do (hint: it’s mostly their job), and the smarter way to leverage the tool.

They break down why ChatGPT is not a better Google and how it can become your best practice partner. Jeff walks through how he’s using AI for personalized role play—complete with real-time feedback, tone analysis, and escalating difficulty levels. No awkward team huddles, no judgment—just pure reps. Kelly jumps in with stories from the field, how he’s spotting AI in job candidate submissions, and why using AI to "act human" might backfire if you’re not ready for the follow-up questions.

If you're a VP of Sales or a frontline manager wondering how to integrate AI into your training without dumbing things down—this episode is your roadmap. Plus, Kelly closes with a reality check: AI is here to handle the tasks that aren’t human, so your people can do what only humans can—build real trust and relationships.

Follow the audio podcast and watch OR listen wherever you are: https://linktr.ee/salesuntraining   Kelly Riggs is an author, speaker, and business consultant for executives and companies throughout the United States and Canada. He has written two books: 1-on-1 Management: What Every Great Manager Knows That You Don’t and Quit Whining and Start SELLING! A Step-by-Step Guide to a Hall of Fame Career in Sales.  Get more Kelly: www.BizLockerRoom.com.  Widely recognized as a powerful speaker and performance coach in the areas of sales, management leadership, and strategic planning, Kelly is a former sales executive, a two-time national Salesperson-of-the-Year, a business owner, and a member of the Forbes’ Coaches Council since 2019.  Music and Editing by Pod About It Productions @dougbranson