Jamey Cummings

Inquirer
DISC Type : cd

Member at The Post

Dallas, Texas, United States

Overview

Jamey Cummings is a Partner at JM Search, where he co-leads the firms Security Practice. With nearly two decades in executive recruiting, he specializes in placing top-tier cybersecurity and technology talent. His professional career began with nine years of service as an officer in the U. S. Navy SEAL Teams after graduating from the Naval Academy.

Outside of work, Jamey is deeply connected to his alma mater, serving as President of the North Texas Chapter of the U. S. Naval Academy Alumni Association. A former decorated wrestler, he serves on the Board of Governors for the National Wrestling Hall of Fame. He is also a fitness enthusiast who enjoys playing guitar and surfing.

Interesting fact: Jamey was a decorated collegiate wrestler, earning distinctions as a two-time NCAA qualifier and an Honorable Mention All-American.

Personality Overview

Demanding

Upfront

ROI Conscious

They focus on objectivity in a pitch and pay little attention to bells and whistles.  They care equally about the product and its potential impact. They respond well to confident salespeople.

Topics They Care About

Cybersecurity Talent
He specializes in recruiting cybersecurity executives and frequently speaks on podcasts and writes articles about the competitive CISO job market and hiring trends.
CISO Leadership
Publishes and speaks about the evolution of the CISO role, emphasizing board communication and the development of the next generation of security leaders.
Amateur Wrestling
A former team captain and All-American wrestler at the Naval Academy, he now serves on the Board of Governors for the National Wrestling Hall of Fame.

Media Appearances

Jamey has no verified media appearances

Work History

5-2025
Member at The Post
7-2022
President - North Texas Chapter and Member - Board of Trustees at U.S. Naval Academy Alumni Assoc & Foundation
7-2022 - 1-2026
President - North Texas Chapter and Member - Board of Trustees at U.S. Naval Academy Alumni Association - North Texas
5-2021
Partner - Cybersecurity and Technology at JM Search
11-2020 - 5-2021
Executive Recruiting Partner in Transition at Sabbatical

Education

2002 - 2004
MBA from Stanford University Graduate School of Business
1997 - 1997
Honor Graduate from Defense Language Institute Foreign Language Center
7-1989 - 5-1993
Bachelor's degree from United States Naval Academy
1989 - 1993
B.S. from United States Naval Academy
Education details unavailable from United States Naval Academy

More Information

Social Presence :

Prographics :

Exp : 31 Location : Dallas, Texas, United States Job Level : N/A Designation : Member at The Post

Interested in

Sports

Wrestling, Rugby

Health & Outdoor

Surfing, Fitness enthusiast

Entertainment

Guitar playing

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Insights For Selling To Jamey

During A Call Or A Meeting

DO's

  • Highlight the competitive differentiation of your product
  • Tell them that you are there to help them create visible impact within their organization
  • Stress on the business value that your product offers

DONT's

  • Don’t expect them to change their mind quickly if they say no once
  • Refrain from asking too many questions
  • Don’t try to be an alpha salesperson, give them equal space

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jamey is

  • Belief in the product plays an important role, followed by objective proof and testimonials.
  • Will you ever get a clear answer from Jamey

  • They may hesitate slightly, but if they are not convinced, they will say no.

Insights For Deal Planning

    How fast (or slow) will Jamey move?

  • Their decision making speed is somewhere in the middle.
  • Can Jamey take some risk or not?

  • They can take risks only after they have analyzed the advantages and disadvantages.

You And Jamey

Personality Compatibility


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