Negotiation Warriors

Cliff M. Stein

Negotiation Warriors, the podcast that features conversations with the greatest negotiators in professional sports.

Episodes

  1. Episode #004: The Business of Sports (Andrew Brandt)

    4 DAYS AGO

    Episode #004: The Business of Sports (Andrew Brandt)

    🎙️ Negotiation Warriors Podcast - Episode #004: The Business of Sports with Andrew Brandt In Episode #004 of the Negotiation Warriors Podcast meets the Business of Sports Podcast in a special simulcast.  Cliff Stein sits down with Andrew Brandt — former Vice President of the Green Bay Packers, longtime NFL contract negotiator, former agent, and one of the most respected voices in the business of sports. Over the course of his career, Brandt has negotiated over a billion dollars in player contracts and brings a rare dual perspective from both sides of the negotiation table - as both an agent and a team executive. Today, he is a professor, media analyst, and advisor in the evolving world of NIL and college athletics. In this insightful conversation, Brandt shares the lessons he learned transitioning from “winning deals” to building long-term relationships - and what it truly means to be a Negotiation Warrior. Cliff and Andrew discuss: • The critical differences between the agent and team negotiator mindset  • Why consistency matters — and the danger of “one-off” exceptions  • The importance of thinking 3–5 years ahead in roster and cap management  • How relationships and reputation shape long-term success  • Why listening and silence are powerful negotiation tools  • The concept of “inventory” — and how to use strategic concessions  • The challenges of NIL, revenue sharing, and the “free agency every day” reality in college sports  • The role of empathy and emotional intelligence in high-stakes negotiations Brandt also shares candid insights from his career, including early lessons learned the hard way and how those experiences shaped his approach to negotiation and leadership. This episode is a masterclass in negotiation strategy, relationship management, and the long-term mindset required to succeed at the highest levels of sports and business. 🎧 Listen to the Negotiation Warriors Podcast as we explore negotiation not as a transaction — but as a long-term game built on preparation, discipline, trust, and relationships.

    51 min
  2. Episode #003: The Comeback (Leigh Steinberg)

    6 DAYS AGO

    Episode #003: The Comeback (Leigh Steinberg)

    In Episode #003 of the Negotiation Warriors Podcast, Cliff Stein sits down with legendary sports agent Leigh Steinberg - the inspiration behind Jerry Maguire and one of the most influential figures in the history of athlete representation.  Over a career span of more than five decades, Steinberg negotiated over $4 billion in contracts, represented eight No. 1 overall draft picks, and worked with Hall of Fame players including Troy Aikman, Steve Young, and Warren Moon. But his story is about far more than contracts.  In this powerful conversation, Steinberg shares his philosophy of “winning with integrity,” the mindset required to become a true Negotiation Warrior, and the lessons he learned through adversity - including his remarkable personal and professional comeback.  Cliff and Leigh discuss:  • The universal importance of negotiation in everyday life  • Why listening and empathy are the foundations of great negotiating  • The importance of preparation and understanding leverage  • Why relationships and trust are the currency of successful negotiations  • Common mistakes young negotiators make  • The power of resilience and the mindset behind a comeback  Steinberg also discusses his upcoming book “The Comeback”, his Agent Academy, and how the next generation of negotiators can learn to succeed with both excellence and integrity.  This episode is a masterclass in negotiation, leadership, and resilience from one of the pioneers of modern sports representation.  🎧 Listen to the Negotiation Warriors Podcast as we explore negotiation not as a transaction - but as a mindset shaped by preparation, empathy, trust, and the pursuit of meaningful outcomes.

    52 min
  3. Episode #002: A True Underdog Story: The Player-Agent Partnership (Doug Flutie & Kristen Kuliga)

    3 MAR

    Episode #002: A True Underdog Story: The Player-Agent Partnership (Doug Flutie & Kristen Kuliga)

    A True Underdog Story:  The Player-Agent Partnership (Doug Flutie and Kristen Kuliga) In this powerful episode of Negotiation Warriors, Cliff Stein sits down with two true pioneers in the player contract ecosystem: Heisman Trophy winner, CFL and NFL legend Doug Flutie and trailblazing NFL agent Kristen Kuliga. Doug challenged every assumption about what an NFL quarterback “should” look like — standing 5'9", proving doubters wrong at every level, winning three Grey Cups, earning Pro Bowl honors at 36, and playing in the NFL until age 40. Kristen broke into a male-dominated industry when virtually no women represented NFL players. She became the first female agent to represent a starting NFL quarterback and has now represented NFL players for over 30 years. Together, they discuss: How trust became the foundation of their player-agent relationshipThe adversity that shaped both of their careersWhat really happens behind the scenes before contract negotiationsLessons from the Giants vs. Patriots decisionThe evolution of women in sports representationNIL, revenue sharing, and the Wild West of college footballThe true traits of a great negotiatorThis episode is about resilience, preparation, grit, and understanding what truly matters in a negotiation. A masterclass in trust, preparation, and championship mindset.

    37 min
  4. Episode #001: The Origin of Negotiation Warriors

    20 FEB

    Episode #001: The Origin of Negotiation Warriors

    Episode 001: The Origin of Negotiation Warriors  In the first full episode of Negotiation Warriors, Doug Pires and Jessica DeBear of the Stopping By Podcast interview Cliff Stein about the origin of the podcast and the mindset behind great negotiators in professional sports.  Drawing from more than 30 years in the NFL — as both an agent and General Counsel of the Chicago Bears — Cliff shares lessons on preparation, tactics, discipline, and the psychology of high-stakes negotiations.  What does it mean to be a Negotiation Warrior?  This episode lays the foundation for future conversations with elite negotiators across sports and business.

    43 min
  5. Episode 000: Introduction to Negotiation Warriors

    12 FEB

    Episode 000: Introduction to Negotiation Warriors

    Introduction to Negotiation Warriors. Hosted by Cliff Stein. Every negotiation is an opportunity to learn. After more than two decades negotiating NFL player contracts and managing the salary cap, I realized something powerful: every conversation across the table — with agents, executives, players, and owners — was a masterclass in leverage, preparation, psychology, and strategy. In this introductory episode of Negotiation Warriors, I share the journey behind the podcast — from my years inside NFL front offices to teaching The Art of the Player Contract Negotiation at Northwestern and Miami Law — and why I created this platform. This podcast pulls back the curtain on the player contract ecosystem and features conversations with some of the greatest negotiators in professional sports. We’ll explore their philosophies, tactics, turning points, and the mindset that separates good negotiators from elite ones. If you want to understand how deals really get done at the highest level — this is where the education continues. Welcome to Negotiation Warriors.

    7 min
  • 5 Episodes

About

Negotiation Warriors, the podcast that features conversations with the greatest negotiators in professional sports.

Information

  • Creator
    Cliff M. Stein
  • Years Active
    2K
  • Episodes
    5
  • Rating
    Clean
  • Copyright
    © 2026 Negotiation Warriors
  • Show Website
    Negotiation Warriors

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