Impostor Syndrome in Negotiations

Impostor Syndrome in Negotiations: How to Turn Fear Into Strength

When the stakes are high, impostor syndrome can be the silent killer of negotiation success.

That knot in your stomach before you speak up. The second-guessing after you’ve made an offer. The way you replay every word later, wondering if you “said too much.” For many professionals, especially in high-stakes negotiations, these doubts cost more than peace of mind, they cost real deals, raises, and opportunities.

I know this all too well.

How Fear Ended My First Business

In my 20s, I started a business I cared deeply about. It failed, because I didn’t know how to negotiate. Fear and self-doubt drove me to avoid hard conversations, accept poor agreements, and give up ground I couldn’t afford to lose.

That failure was a turning point. Later, I tested as a 98% introvert and carried heavy impostor feelings into every professional interaction. But instead of letting them define me, I studied, practiced, and built the skills I wish I’d had back then.

The results allowed me to lead multi-million dollar deals, help turn around companies and negotiate extremely high stakes situations like layoffs, contract renegotiations and more.

How Impostor Syndrome Shows Up in Negotiations

Impostor syndrome isn’t just “feeling nervous.” Research shows it creates predictable traps that derail negotiations:

  • Lowering your ask before you open. Fear of rejection makes you anchor too low.

  • Over-conceding. You agree too quickly just to “end the discomfort.”

  • Avoiding opportunities altogether. You step back when the moment calls for leaning in.

  • Losing leverage in silence. When impostor thoughts run wild, you fill the space instead of asking one more follow-up.

Each of these behaviors gives away value before the other person even says a word.

Why Skills, Not Confidence, Are the Antidote

You can’t think your way out of impostor syndrome or to become a better negotiator. Telling yourself to “be confident” only makes the gap bigger.

Fear is natural but the antidote is training and practice.

That’s what The Cyr Method teaches.

  • Frameworks that drive collaborative results.

  • Tools and techniques to stay in control of the conversation with curiosity.

  • Question patterns that uncover hidden needs while keeping dignity intact.

  • Training plans and guidance that allows for much higher win win opertunity.

With training, you stop relying on “confidence” and start relying on skills. And skills don’t vanish when your hands shake.

A Dignity-First Path Forward

Impostor syndrome in negotiations doesn’t disappear overnight. But it doesn’t have to cost you opportunities.

When you have the right tools, you can enter the room steady, negotiate in a way that protects relationships, and walk away with agreements that serve everyone.

That’s the shift: from fear running the table, to dignity leading the conversation.


Want to go deeper? Explore our free resources on negotiation strategies designed to protect you from impostor syndrome’s traps, so you can build win-win agreements with confidence and integrity.



Ready to Train Your Negotiation Muscle?

Most leaders wing it in the moments that matter most and walk away with doubt, regret, or missed outcomes. The Cyr Method's free Negations Skill assessment asks 16 simple questions to help you get clarity. You’ll get a tailored report with quick wins to improve how you negotiate and a deeper understanding of your mindset, emotional grounding, and conversation control.

See how you stack up. Find out what might be holding you back.

Explore how to reach win-win outcomes with:

Dignity - Negotiation Training

Mishkin Cyr

Mishkin Cyr is the founder of The Cyr Method, a dignity-first approach to negotiation and leadership. His methodology is not just theoretical; it's built on 13 years of field-tested negotiation and leadership experience. He has successfully turned around broken projects and led multi-million dollar deals by focusing on rebuilding trust and upholding dignity. Mishkin is dedicated to teaching others how to use these skills as a "force multiplier" in their own lives and businesses.

https://cyrmethod.com
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