Episode Library

Episode Summary
In this episode of Thoughts on Selling, Lee Levitt sits down with Sean Gannon, founder of GTMPPL (GTM People), to answer the "unanswerable" question: Who is Sean Gannon?
We dive into a refreshing (and controversial) take on Sales Leadership: why the best managers strive to make themselves obsolete. If your team can't function without you, you aren't leading—you're hovering. From the trenches of EdTech to the nuances of Sandler Training, Sean shares candid stories about the transi...

Episode Summary
In this episode of Thoughts on Selling, Lee Levitt geeks out with Maeve Ferguson, an ex-steeplechase jockey turned Big Four consultant and data expert. We dive deep into why the "Quiz Funnel" is dead and how Diagnostic Assessments are the new gold standard for generating high-quality leads.

Maeve explains the "Delulu Factor"—how data exposes the gap between perception and reality—and how to leverage that gap to close deals. We also explore Agentic AI: agents that run continuousl...

Episode SummarySales is human work. And humans run on purpose, energy, and trust. Lee Levitt sits down with Lester Sidney, a 17-year tech sales veteran and "brother from another mother," for a raw and authentic conversation.

Lester opens up about his battle with depression after leaving a company he helped build and his journey to rediscovering his "Why" through the Ikigai Framework. We discuss why Vulnerability is a sales superpower, why walking away from a bad deal is the ultimate credibility...

Episode SummaryIs your "Pipeline Problem" actually a "Data Problem"? In this episode of Thoughts on Selling, Lee Levitt sits down with Torquil Thomson, founder of The Conversion Architects, to explore a hard truth that most revenue leaders ignore: Your Go-to-Market engine is only as good as the data beneath it.

Joining from Barcelona, Torquil shares astonishing stats from the field—like companies with 40–50% duplicate records or databases with 2 million accounts but only 1 million contacts. We ...

Episode SummaryIn this special episode of Thoughts on Selling, Lee Levitt sits down with Gerhard Gschwandtner, founder of Selling Power Magazine.

Gerhard’s story is extraordinary—from growing up in Austria to creating one of the most influential media platforms in sales history. We discuss how Curiosity, Creativity, and Courage shape every career, and why the most important question isn't "What do you want to buy?" but "Who are you?"

Gerhard shares lessons from giants like Zig Ziglar and Marc ...

In this episode of Thoughts on Selling, Lee Levitt sits down with Lauren Bailey -- founder of Factor 8, #GirlsClub, and Legacy VIP -- for a raw and inspiring conversation about the "Inner Game" of leadership. Lauren shares how personal tragedy birthed her mission to help executives show up authentically, and she breaks down actionable frameworks like "The Pause Game" for coaching reps and the "3 F's" (Fears, Failures, and F-ups) for building psychological safety. From the wisdom of The Four Agreements to the tactical execution of inside sales, this is a masterclass on why perfectionism kills confidence and why true leadership is about creating space, not taking it.

Episode SummaryIs your sales pitch a rehearsed monologue or a collaborative improv scene? In this episode of Thoughts on Selling, Lee Levitt sits down with Kevin Hubschmann, former enterprise rep turned comedian and founder of Laugh.Events.

We dig into the fascinating parallels between stand-up comedy and enterprise sales. Kevin shares his story of balancing daytime sales calls with nighttime open mics, realizing that skills like Presence, Timing, and Curiosity are missing from modern playbooks...

Episode SummaryIs sales a science or a performance art? In this episode of Thoughts on Selling, Lee Levitt sits down with Jake Isham, a filmmaker, creative director, and founder of Creative Minds Agency.

Jake’s story is pure art-meets-entrepreneurship. He started as an actor, moved behind the camera to direct, and eventually became what he calls an "accidental marketer." We dig deep into the intersection of Storytelling and Revenue—exploring how the best salespeople are actually performers. Not...

Episode SummaryIs sales a business process or a psychological one? In this episode of Thoughts on Selling, Lee Levitt sits down with Laura Keith, CEO of Hive Perform and Hive Learning (and self-proclaimed "Chief Entertainment Officer" to three kids).

Laura’s journey is fascinating: she never planned to work in sales. She studied psychology. But she quickly realized that the traits required to understand the human mind—Curiosity, Empathy, and Motivation—are the exact same traits required to clos...

Episode SummaryIn a world where AI can write your emails, generate your scripts, and predict your forecast, is there anything left for the human seller? Lee sits down with Jeff Kirchick—sales leader, author, and unapologetic advocate for authenticity—to answer that question.

Jeff’s journey is unconventional: from an English major and aspiring screenwriter to a startup sales leader closing seven-figure deals with Fortune 500s. We dig into why Authenticity is no longer just a "nice to have"—it is...