Jon Holcomb

Critic
DISC Type : C

Director of Cybersecurity Consulting, U.S. West at AHEAD

Portland, Oregon Metropolitan Area, United States

Overview

Jon is a cybersecurity leader at AHEAD with over 20 years of experience across technology, energy, healthcare, and government sectors. Specializing in Zero Trust readiness, he holds CISSP, CISM, GPEN, and PMP certifications and earned a BS in Cyber Security from Colorado Technical University.

Outside of his corporate role, Jon is a decorated military veteran with a 22-year career, serving four years in the Marine Corps and eighteen in the Air Force Reserve, including a deployment to Iraq. He is part of AHEADs Sacramento team, which actively supports veteran causes.

Unique Fact: Before his current role, Jon was an all-source intelligence analyst for U. S. Cyber Command.

Personality Overview

Objective Thinker

Information Seeker

Precise

They like to take decisions independently and do not seek others' support often.  They don’t appreciate bells and whistles unless backed by data. They are quite likely to negotiate on pricing or other key terms.

Topics They Care About

Zero Trust Architecture
Specializes in Zero Trust readiness and maturity assessments, helping executives design scalable programs to reduce risk and ensure compliance.
Veterans in Tech
His extensive 22-year military career in the Marine Corps and Air Force Reserve suggests a personal connection to veteran causes and transitions into technology. [Predicted]
Public Sector Security
Has driven security transformation for state and federal government clients and is a listed industry representative for Government Technology summits.

Media Appearances

Jon has no verified media appearances

Work History

5-2025
Director of Cybersecurity Consulting, U.S. West at AHEAD
3-2025 - 5-2025
Principal Consultant Lead, Cyber Security at AHEAD
4-2024 - 3-2025
Principal Consultant, Cyber Security at AHEAD
8-2021 - 3-2024
Consulting Manager, Cyber Security at KPMG
9-2020 - 8-2021
Senior Cyber Security Engineer at CastleLock

Education

2017 - 2020
Bachelor of Science - BS from Colorado Technical University
1998 - 2001
Diploma from Penn Foster Group

More Information

Social Presence :

Prographics :

Exp : 12 Location : Portland, Oregon Metropolitan Area, United States Job Level : Mid-senior Designation : Director of Cybersecurity Consulting, U.S. West at AHEAD
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Insights For Selling To Jon

During A Call Or A Meeting

DO's

  • Be formal and objective, they will appreciate it more
  • If you can, show them industry reports or analyst comments instead of sharing anecdotal stories
  • Leverage facts and figures wherever possible; use percentages, numbers etc.

DONT's

  • Do not use very emotional or colorful language
  • Avoid phrases like ‘trust me’, ‘others just love’ etc.
  • Don’t try to give too many examples of other users, they like to make their own decisions

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jon is

  • Proof of ROI, low pricing and objective proof points are the important factors for them.
  • Will you ever get a clear answer from Jon

  • They do not mind saying no if they believe that it is the right decision.

Insights For Deal Planning

    How fast (or slow) will Jon move?

  • They are neither the fastest nor the slowest decision makers, they are somewhere in the middle.
  • Can Jon take some risk or not?

  • They can bear some risk if their analysis backs the decision.

You And Jon

Personality Compatibility


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