The Illusion of “Win-Win”

Many executives encourage their teams to pursue “win-win” outcomes in every negotiation. While well-intentioned, this often leads to poorly defined wins and unnecessary concessions. In reality, what looks balanced on the surface can mask value leakage over time. For example, an agreement that secures a deal but embeds costly service commitments or inflexible terms is not a true win.

The challenge for leaders is to reframe how their teams define success. Instead of chasing the appearance of fairness, they must distinguish between stated positions and underlying interests. By doing so, teams can protect long-term value while still maintaining strong business relationships.

If you’d like your teams to move beyond the illusion of “win-win” and secure agreements that truly protect value, please contact us at Negotiation@meshadv.com or directly here.

Image author’s own.

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The “Yes” Trap