Your car goes where your eyes go." That's a high-performance driving lesson — and it's the perfect metaphor for what's gone wrong in B2B sales. We've been staring at the wrong thing.I'm Lee Levitt — sales coach, podcast host, and author of The Second Meeting and Together We Win, both due out later this year. Today I'm sitting down with Tom Pisello, known across the industry as The ROI Guy. Tom's been a value-selling pioneer for over 30 years — from his days as the Godfather of TCO at Gartne…
Chris Carter — technologist, keynote speaker, and SAP ecosystem veteran — joins Lee to unpack what it actually means to use AI well in enterprise selling. From using Gemini to simulate discovery conversations to the Peloton analogy that woke up a room of Oracle salespeople, this episode is about preparation, strategy, and making your own rules. If you're firing off AI-generated emails and wondering why nobody's responding, this one's for you.
Gina Smith didn't plan to spend 27 years in sales. She planned to stay in HR — until a sales manager walked into her office and asked if she knew anyone who could fill an open role. She interviewed. She won. And what followed was a career that taught her everything she needed to know about trust, listening, and what actually moves buyers in complex environments.In this conversation, Gina and Lee explore the gap between what people believe salespeople need to be and what the best salespeople…
Danny Bobrow—communication coach, mountaineer, and creator of the Persuasion Blueprint—joins me for a conversation about the science and art of persuasion. Danny spent 36 years in marketing before discovering that getting the phone to ring was only half the problem—how calls were handled determined success or failure.That led him to develop a framework built on three C's: Caring, Connection, and Collaboration. We dig into the brain science of resistance (amygdala, limbic system, prefrontal …
Kris Rudeegraap—co-founder and co-CEO of Sendoso—joins me to talk about what happens when email stops working and you have to find another edge. Kris was a top seller who got 90% response rates in the early 2010s using mail merge. Then email sequencing tools flooded the market and response rates tanked. So he started sending handwritten notes, dog toys, and swag from the marketing closet—and booking more meetings than anyone else.That curiosity—hearing a dog bark on a call and sending a dog…
Juan García—co-founder of Tuio, an AI-native insurer based in Spain—joins me to talk about what happens when you rethink an industry from first principles. Juan started in engineering at Cisco, moved through strategy consulting, and then built Orange Insurance—where he saw just how broken the insurance industry really was.The 25-55 customer segment is digitally native. They buy groceries online, manage finances on their phones, and don't want to call anyone. But legacy insurers weren't built …
Joe Terry—former CEO of Corporate Visions and co-author of the USA Today bestseller Surrender to Lead—joins me for a conversation about what actually drives results.We dig into the action trap (why hitting every activity metric still misses the number), the results pyramid (experiences → beliefs → actions → results), and the mindset shift that changes everything: showing up to give, not to get.Joe shares the SHIFT framework for getting out of your own way, the four questions that make b…
Frankie Kemp brings a unique blend of acting, behavioral science, and communication coaching to a conversation about what actually makes someone persuasive. We explore Aristotle's three pillars—logos (data), ethos (credibility), and pathos (emotion)—and why most technical specialists lean too hard on just one. Frankie shares how she's helped close multimillion-pound deals with small nonverbal adjustments, why improv training is showing up in pharma and finance, and how to identify someone's lea…
Enterprise sales is under pressure to adopt AI sales strategies. But...in enterprise sales, the mindset of the sales rep still dictates success or failure.James Stephan-Usypchuk brings 15 years of AI development experience and a psychology degree to a conversation about what machines can and can't replace in sales. We explore why trust still requires a human face, how predictive algorithms should be used as filters rather than closers, and why likability remains the ultimate competitive adv…
Sales and marketing alignment isn't a nice-to-have — it's the engine that drives predictable revenue. In this episode of the Thoughts on Selling podcast, I talk with Javier Lozano Jr., a fractional CMO and CRO who helps founder-led tech companies build the infrastructure where sales and marketing actually work together. Javier brings a rare perspective: he's lived on both sides of the revenue equation, and he's seen firsthand what happens when these teams are aligned on revenue goals versus whe…