Episode Library

64
Aug. 13, 2025

Authenticity: Sales, Storytelling and Showing Up Real with Kaivona Parker

In this episode of Thoughts on Selling, I get to sit down with the incredible Kaivona Parker—the Unboring Sales Specialist—and let me tell you, she lives up to the name.

We talk about what it really means to sell without the mask on. Kaivona shares her journey from breaking into tech sales to becoming a voice for underrepresented sellers, and how she’s using enablement to create safe spaces where people can bring their whole selves to work. We swap stories on improv, authenticity, faith, mother...
63
Aug. 5, 2025

Data, Decisions, & the Human Side of Sales with Kerry Curran

In this episode of the Thoughts on Selling podcast, I sit down with Kerry Curran — go-to-market strategist, agency veteran, and fierce advocate for customer-centric marketing and sales. Kerry brings a unique blend of analytical rigor and empathetic leadership to every conversation, and this one’s no different.

We dig into what it really means to be customer-obsessed — and how that obsession shows up in everything from messaging to enablement to revenue alignment. Kerry shares insights from her ...
62
July 28, 2025

Work On Your Game: Mindset, Discipline, and the Truth About Selling

In this episode of the Thoughts on Selling podcast, I sit down with Dre Baldwin — entrepreneur, keynote speaker, and former pro basketball player — to talk about the intersection of mindset, sales, and performance.

Dre brings an intense, no-nonsense perspective to the world of business and selling, grounded in his experience hustling his way from overlooked high school athlete to a nine-year pro basketball career overseas. And he applies the same discipline, strategy, and mindset to his work no...
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
60
July 8, 2025

Creating your customer experience: Lessons from Disney and beyond

For this episode I’m joined by Vance Morris—a guy whose journey goes from rock bands to Disney to running premium home services, and now helping businesses “Disney-fy” their customer experience. And let me tell you, the parallels to sales are everywhere.

If you’re in sales and think “customer experience” doesn’t apply to you—this episode will change your mind.

✅ Systems Create Freedom… and Room for Delight
At Disney, every detail is scripted and systematized so cast members can focus on the ma...
59
June 30, 2025

From Gut Feel to Revenue Intelligence: Sales in the Age of Data

This episode was an absolute blast. I’m joined by Guy Rubin, CEO of Ebsta, who brings not just revenue intelligence expertise—but also a love of physics, football (the British kind), and skiing—to the conversation.

We talk about the problem that’s plagued sales teams for decades: data that’s incomplete, inaccurate, or invisible. Guy shares how Ebsta evolved from solving Salesforce data issues into building a revenue intelligence platform that helps companies truly understand what’s driving wins...
58
June 25, 2025

Sales Leadership with Bare Feet, Big Energy and an Open Heart

In this episode of Thoughts on Selling, I sit down with Britt White—sales leader, edtech evangelist, former VP of Sales at SmartPass, and a force of nature when it comes to bringing passion to work.

This isn’t a scripted “how-to” chat. It’s a real conversation between two humans unpacking what it means to love what you do—and how that love shows up (or doesn’t) in sales, leadership, and culture.

🔥 Key Takeaways

Passion isn’t optional—it’s fuel. Passion doesn’t just live inside us—it’s contagi...
57
June 18, 2025

Sales Enablement as Force Multiplier

On this episode of Thoughts on Selling, I sit down with Jackie Retig, a passionate sales enablement leader and COO at EnableWorks. Jackie recently made the leap into entrepreneurship after years in the tech space, and she brings a grounded, practical perspective to what it really takes to build consistent, scalable sales teams.

We get into why enablement is more than just onboarding and training—it's about creating the conditions for consistency, repeatability, and predictability in your sales ...
56
June 10, 2025

Selling the Dream, Delivering the Goods: Talking Demand Gen with Borja Cuan

In this episode of Thoughts on Selling, I sit down with Borja Cuan, co-founder of Four15 Digital, to talk all things demand gen, agency life, and what it takes to deliver results—not just leads. Borja's been in the digital marketing game since the late '90s, and his perspective on execution, transparency, and the importance of asking the right questions is both refreshing and, frankly, necessary in today’s B2B landscape.

We dig into the realities of running a growth agency in a high-pressure en...
55
June 2, 2025

Curiosity, Flow and the Paradox of Effortless Selling

In this episode, my good friend Alistair Corrie and I take a deep dive into toe topics of mindset, mastery, and how we get out of our own way—whether in selling, sports, leadership, or life.

Alistair draws from a range of disciplines—The Inner game, Zen and the Art of Motorcycle Maintenance, martial arts concepts like Shu-Ha-Ri-Kokoro, Viktor Frankl’s logotherapy, and more—to explore what mastery really looks like and how we can create environments where people discover their own paths to skill...