1154: Jonathan B. Smith - "Fight Less, Win More"

1154: Jonathan B. Smith - "Fight Less, Win More"

From Thrive LouD with Lou Diamond by Lou Diamond

April 14, 2026 · 17 min · Season 2026 · Episode 1154

About this episode

Lou Diamond interviews Jonathan B. Smith about negotiation skills and the importance of tough conversations in business and life.

What if the biggest obstacle to winning negotiations isn’t your opponent—but your own reluctance to have tough conversations? In this episode of Thrive LouD, Lou Diamond sits down with business strategist and negotiation expert Jonathan B. Smith—author of "Fight Less, Win More"—to debunk the myths about negotiation, decision-making, and what it really takes for teams to thrive. You'll discover why most business problems stem from avoiding critical conversations, and how negotiation skills aren't just for closing deals—they're essential for everyday life, leadership, and even family dynamics. Jonathan B. Smith shares personal stories, unconventional negotiation scenarios, and key lessons from training with Chris Voss and the Black Swan Group. Plus, get actionable tips on building a personal board of directors and the number one thing that makes or breaks any negotiation. Episode Overview: 00:00 Introduction to the episode and guest01:23 Jonathan B. Smith's entrepreneurial background02:24 What is the Entrepreneurial Operating System (EOS)?03:22 The most common problem in organizations today04:03 Genesis of "Fight Less, Win More" and working with Chris Voss05:25…

People in this episode

Host: Lou Diamond

Guest: Jonathan B. Smith

Topics covered

  • negotiation
  • business strategy
  • communication
  • leadership
  • personal development

Keywords

  • negotiation
  • tough conversations
  • business strategy
  • leadership
  • personal board of directors

Mentioned in this episode

Organizations: Black Swan Group

Books & works: Fight Less, Win More

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