Jonathan B. Smith

Doer
DISC Type : ds

Advisory Board Chair at Ninety

New York, New York, United States

Overview

Jonathan is a negotiation instructor with The Black Swan Group and an Expert EOS Implementer, coaching over 150 high-growth companies. He applies principles from his book, “Fight Less Win More, ” to high-stakes business challenges. He holds a Commercial Pilot license and is an Advisory Board Member at the International Spy Museum.

Outside of his professional roles, Jonathan is an avid offshore fisherman and has a history of philanthropy, which includes training Leader Dogs for the Blind. This blend of high-stakes expertise and personal hobbies highlights a focus on discipline, strategy, and empathy in all aspects of his life.

Unique fact: He has served as a delegate with the U. S. Department of States Global Entrepreneurship Program.

Personality Overview

Strategic Planner

Deliberate Doer

Risk-Accepting

They might take some time to make their mind up but once they do, they don't change it easily.  Reading between the lines and seeing beyond your words comes naturally to them. They exhibit a rare combination of being result-oriented but patient at the same time.

Topics They Care About

Empathy-Based Negotiation
As an instructor for The Black Swan Group and author of "Fight Less, Win More, " he champions using tactical empathy to achieve better outcomes in high-stakes conversations.
Entrepreneurial Growth (EOS)
As an Expert EOS Implementer, he has led over 1, 500 sessions helping leadership teams master the Entrepreneurial Operating System to scale their companies and gain traction.
Leadership Development
He coaches CEOs and executives on mastering operational systems, fostering accountability, and breaking through barriers to align their teams and drive growth.

Media Appearances

Fight Less, Win More: How Tactical Empathy Changes Every Work .... Featured in Apple Podcasts

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Fight Less, Win More - Foreword Reviews. Featured in Foreword Reviews

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Fight Less, Win More - Kirkus Reviews. Featured in Kirkus Reviews

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Work History

1-2026
Advisory Board Chair at Ninety
11-2025
Best Selling Author at Fight Less, Win More
7-2025
Franchise Advisory Council Chair at EOS Worldwide
2-2021
Advisory Council Member at International Spy Museum
11-2019
Negotiations Instructor and Coach at The Black Swan Group

Education

Bachelor of Arts (BA) from Wesleyan University
Master of Science (MS) from University of Hartford

More Information

Social Presence :

Prographics :

Exp : 15 Location : New York, New York, United States Job Level : Leadership Designation : Advisory Board Chair at Ninety
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Insights For Selling To Jonathan B.

During A Call Or A Meeting

DO's

  • Suggest clear next steps with confidence, don't be vague or hesitant
  • Use phrases like 'your team deserves', 'best in class' etc.
  • Let them know of potential risks but suggest mitigation methods alongside

DONT's

  • Don't go over them unless you are left with no other option
  • Don't take their patience for granted, avoid long-winding sermons
  • Avoid putting conscious effort into relationship-building

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jonathan B. is

  • Strong proof of impact and their conviction will matter the most, but they wouldn't want to act unilaterally either
  • Will you ever get a clear answer from Jonathan B.

  • They will say no if they are not convinced but you will have to prompt them.

Insights For Deal Planning

    How fast (or slow) will Jonathan B. move?

  • They will want to understand things well but can move fast once they have a clear picture.
  • Can Jonathan B. take some risk or not?

  • They have good risk tolerance but are likely to think it through once or twice.

You And Jonathan B.

Personality Compatibility


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