Welcome to Thoughts On Selling™
The tech industry has a selling problem.
Not a tools problem. Not a headcount problem. A fundamental problem with how salespeople engage — and what buyers actually experience on the other side of that engagement.
This is where we dig into it.
Thoughts on Selling is the home of two things: a long-form podcast featuring the practitioners, leaders, and unconventional thinkers who are changing how enterprise sales gets done — and a blog that puts the same ideas into writing for the people who'd rather read than listen.
The topics don't change. The inner game of selling. Why deals stall and what the data isn't telling you. Leadership that actually develops people rather than just managing their numbers. Enablement that changes behavior instead of just measuring it. What buyers need — and how rarely they get it.
No shortcuts. No recycled best practices. No treating customers like pipeline.
On the podcast — raw, honest conversations with sales leaders, enablement professionals, RevOps builders, performance scientists, and occasional buyers who'll tell you what the seller never understood. Hosted by Lee Levitt.
On the blog — written essays and deep dives on the same themes. Built for search, built to last, built for the leader who wants to think rather than just consume.
Listen to the podcast →
Read the blog →
Get new episodes and essays by email →
He co-founded the Sales Enablement Society in 2016. His first book, The Second Meeting, publishes in 2026. Together We Win follows in the fall.
He started Thoughts on Selling because the conversation he wanted to hear wasn't happening anywhere else. It still isn't — which is why he keeps making it.