Coaching, Performance and Trust - Season 5: Episode # 86 episode artwork

EPISODE · Mar 27, 2026 · 47 MIN

Coaching, Performance and Trust - Season 5: Episode # 86

from The Cheat Code & Friends · host In Revenue Capital

Bad sales reps have always had places to hide. AI is starting to remove them.In this episode, Matthew Whyatt shares what happens when sales teams finally see the truth: which reps are really performing, which managers are actually coaching, and where deals start breaking down. The conversation focuses less on AI hype and more on what sales leaders can do with better visibility, better data, and better training.Matthew gives his opinion on why strong sales remains a human-to-human skill, even as AI reshapes how teams prepare, practice, and improve. He talks through the role of discovery, the danger of over-explaining in demos, and why guiding the buyer is often just as important as pitching the product.They also dig into objection handling, onboarding, sales management, and the growing pressure on leaders to raise standards rather than rely on instinct. Chapters00:00 Introduction and Light Banter02:59 Sales Backgrounds and Early Experiences06:01 The Impact of AI on Sales11:51 Sales Management and Coaching Challenges18:00 The Future of Sales with AI19:38 AI in Sales Training and Onboarding22:29 Challenges in Mid-Market and Enterprise Sales25:15 Real-Time Coaching and Sales Skills27:16 The Importance of Human Connection in Sales30:01 Guiding the Buyer Through the Sales Process36:01 The Role of Marketing in Modern Sales42:54 Tech Talk: Insights from Matthew WhyattReferences in the Show:https://www.linkedin.com/pulse/ai-wont-replace-your-sales-team-itll-just-expose-lazy-matthew-whyatt-kpq9c/?trackingId=a%2BGQ6EiGSH%2BeaPS8yVR63Q%3D%3D https://podcasts.apple.com/us/podcast/the-ceo-and-the-salesman-podcast/id1635865557 Quote of the Show:“AI is removing the nooks and crannies that crappy salespeople can hide in.” - Matthew Whyatt Ways to Tune In:Spotify: https://open.spotify.com/show/5GpM8myxsUinc5bfLIbjJz?si=0af576adfb8e49f8 Apple Podcasts: https://podcasts.apple.com/us/podcast/the-cheat-code/id1692445190 Amazon Music: https://music.amazon.com/podcasts/cb0b3afa-063f-4f3b-96be-b98214c74912 YouTube: https://www.youtube.com/@CheatCodePodcast 

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Coaching, Performance and Trust - Season 5: Episode # 86

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