Thoughts on Selling™

Thoughts on Selling™ 

Most sales podcasts will tell you how to close faster.

This one asks a harder question: what does it actually take to change how enterprise sales gets done -- for the seller, the leader, and the customer on the other side of the table?

Each episode is a long-form conversation with the practitioners, leaders, and unconventional thinkers who are doing that work. No standard playbook. No recycled best practices. No treating customers like pipeline.

Hosted by Lee Levitt -- sales leader, coach, and author of The Second Meeting and Together We Win.

Recent Episodes

104
June 23, 2026

Who You Are in Anything is How You Are in Everything

Cory Dunham failed the same calculus class twice — for the same reason both times. He wouldn't ask for help.

That story sits at the center of this conversation. Cory is an executive coach, keynote speaker, business strategist, and private pilot who's spent 40 years in business learning that the voice telling you not to raise your hand is not you. It's a recording from years ago, and it only shows up when it doesn't serve you.

We get into what that costs a salesperson. If you walk into a meetin
103
June 2, 2026

You've Already Earned It. It's Just Not in the Bank.

Most companies believe revenue growth solves everything. Doug C. Brown has spent 33 years proving that the hidden profit in your business is usually a bigger opportunity than the next deal. Doug is CEO of CEO Sales Strategies, and his premise is uncomfortable: the money you're chasing is already inside the company. You paid to acquire it. It's sitting in underpricing, in proposals nobody followed up on, in a fulfillment process that takes eight weeks when it should take one. It just never made
102
May 19, 2026

Customer-Centric Is a Decision, Not a Slogan — with Michael Skriver

A new CEO once told three thousand employees they had no clue how to sell — they were a bunch of traders. Michael Skriver was in that room, and his verdict years later is that the guy was right. But the line that stuck was what came next: you say you're customer-centric and you actually care about it, and I want to see that in your decisions, else it's just a slogan. That's the test this episode runs. Michael Skriver started in finance and IT before moving into sales, and he's spent his career
101
May 6, 2026

Why Buyer Confidence Is at an All-Time Low — and What to Do About It

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 Gartner

Recent Blog Posts

Sept. 2, 2026

You've Already Earned the Money. It's Just Not in the Bank.

There's a moment in my conversation with Doug C. Brown where he describes sitting with a plumbing company that had just closed seven new jobs. They were thrilled. Money on the board.
Doug looked at their acquisition cost, their marketing spend, the…
Sept. 1, 2026

Customer-Centric Is a Decision, Not a Slogan — with Michael Skriver

"I Want to See That in Your Decisions"
Somewhere in Michael Skriver's career, a new CEO stood in front of three thousand people and told them they had no clue how to sell. They were a bunch of traders.
Michael's assessment, years later: he was rig…