Lester Sydney
Sales & Go-To-Market Advisor
Lester Sydney is a Sales and Go-To-Market Advisor with over a decade of experience helping founders and sales teams grow revenue without pressure or performative tactics. His approach centers on trust-based discovery, buyer-led decision making, and building sales motions that actually last.
Lester has led enterprise sales teams, closed complex B2B deals, and works closely with founders to align sales execution with real business outcomes. He believes the best sales conversations create clarity, not urgency and relationships, not transactions.
Nov. 25, 2025
78. Purpose, Energy and Real Human Selling
In this episode of Thoughts on Selling , I sit down with someone I truly consider a “brother from another mother” — Lester Sidney . If there’s a theme for this conversation, it’s this: 👉 Sales is human work. And humans run on...