Authenticity Episodes

Customers can smell a script from a mile away. They know when you're fishing for answers, when you're projecting your own assumptions, and when you're telling them what you think they want to hear instead of what they need to hear. Authenticity in selling means showing up as a real human being — sharing your genuine passion for what you do, being willing to say no when it's not the right fit, and having the courage to tell the truth even when the truth kills the deal. It means your intent matches your actions. The only difference between a good salesperson and a con artist is intent, and that difference is everything. These episodes explore what it looks like to sell without pretending, to build trust by being honest instead of being polished, and to let go of the plaid jacket persona that gives our profession a bad name.
75
Oct. 28, 2025

"Show Up & Say Yes": Inside Sales, The "Pause Game" & Radical Leadership w/ Lauren Bailey

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.
Guest: Lauren Bailey
74
Oct. 22, 2025

Improv for Sales: "F* Your Good Idea" & The Power of Callbacks w/ Kevin Hubschmann

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...
73
Oct. 15, 2025

Filmmaking & The Art of Sales: Presence, Storytelling & Personal Brand w/ Jake Isham

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...
69
Oct. 7, 2025

Sales is Psychology: Reclaiming the "Human" Side of Enablement w/ Laura Keith

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...
51
July 15, 2025

Sales Improv: "Yes, And...", Midwest Values & Dropping the Ego w/ Stacy Bishop

In this episode of Thoughts on Selling, Lee Levitt is joined by Stacy Bishop, a veteran of banking and fintech sales, to dismantle the "Sales Persona." We dig into the intersection of Midwest values and Improv comedy, exploring why trying to act like a salesperson is the fastest way to lose a deal. Stacy shares why every objection is actually an "offer," how to apply the "Yes, And..." principle to complex B2B negotiations, and why slowing down your brain is the only way to speed up your sales cycle.
Guest: Stacy Bishop