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How to Get Budget, Coach With AI, and Motivate Complacent Reps | Ask Jeb Blount

Sales Gravy5 Aug 2026

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  1. That's great. Thanks for that. Perfect. Dennis, I think you had a question. I do, Jeb. There is a new technology of recording sales calls, like to have a game film, a game tape. But what is new is something I'm working with. I'd love your opinion on it. I'm using AI to dissect the calls. “How many questions were asked?” What kind of questions, open-ended, closed-ended, did the salesperson try to at least address the needs? It depends on the prompts, but have you had any experience with anything like that? And what would be your advice, the pitfalls, the pros, the cons? I've got a client right now that's testing it at scale.

    In Call coaching tools

  2. They've knocked it out of the park. But I think the way you're doing it is brilliant. And I got to go play with that. It's experimental and the secret sauce is the prompts. And if you don't get the result that you want, you change the prompts. And that's the cool thing. And you can keep changing them until you get the result that you want. “And you can even ask the AI to tell you a better prompt.” Thanks. This is a question about Greg who couldn't be here. And Jeb, how do I- Create urgency to sharpen the sales saw and hone their skills for my two senior successful reps. There seems to be a lack of desire to do so. Got someone who's been selling for a long time, they're pretty successful, and they get complacent. That's the conversation I had earlier with a large software company who said, they got

    In AI outbound prompting

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