Thomas Freeman

Judge
DISC Type : Dc

Director at Ghostscale

Waukesha, Wisconsin, United States

Overview

Thomas Freeman is a Director and Virtual CISO at Ghostscale with over 25 years of experience in IT and cybersecurity leadership. Holding an MBA from the University of Wisconsin-Whitewater, he specializes in aligning security programs with business strategy. Colleagues describe him as having exceptional technical expertise, being a skilled communicator, and passionate about his work.

Beyond his cybersecurity career, Thomas has a deep background in education and ministry, having served as Dean of Education and a teacher at Ethnos360 Bible Institute. He developed and taught over 150 credit hours across a wide range of theological subjects, showcasing a strong commitment to mentoring and leadership development in multiple fields.

Unique fact: Before his current vCISO role, Thomas was the Dean of Education at a bible institute, where he reengineered academic processes and led curriculum development.

Personality Overview

Generally Skeptic

Objective Thinker

Features Driven

They like to move fast and expect the same from others.  They take a lot of pride in personal achievements. They prefer to be the ones controlling the conversation or defining the terms.

Topics They Care About

Cybersecurity Leadership
As a vCISO, he focuses on embedding cybersecurity leadership into executive processes, strategy, and company culture, moving beyond simple compliance.
Ethical Hacking
He teaches Web Application Security and Ethical Hacking as an Adjunct Faculty member and holds a GPEN (GIAC Penetration Tester) certification.
Mentoring Professionals
His career includes mentoring the next generation of cybersecurity professionals and a long history of teaching and academic leadership at Ethnos360 Bible Institute.

Media Appearances

Thomas has no verified media appearances

Work History

10-2025
Director at Ghostscale
8-2025
Adjunct Faculty at Waukesha County Technical College
4-2023 - 10-2025
Director at Sikich
8-2022
Board Member at Ethnos360 Bible Institute
1-2022 - 4-2023
Manager at Sikich

Education

11-2021 - 5-2024
Master of Business Administration - MBA from University of Wisconsin-Whitewater
2016 - 2016
Bachelor of Christian Ministries from Davis College

More Information

Social Presence :

Prographics :

Exp : 26 Location : Waukesha, Wisconsin, United States Job Level : Mid-senior Designation : Director at Ghostscale
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Insights For Selling To Thomas

During A Call Or A Meeting

DO's

  • Objectively showcase the impact that your product creates
  • Hold your ground without indulging in one-upmanship
  • When negotiating terms, help them build an impression that they are the ones calling the shots

DONT's

  • Don’t focus on process and rules, give the impression of being a ‘gets it done’ person
  • Don't try too hard to forge relationships with them
  • Don’t take too much time in sending them information if they ask for any

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Thomas is

  • Confidence in impact is paramount to them, followed by a sense of achievement and ROI.
  • Will you ever get a clear answer from Thomas

  • If they are not convinced, they will have no hesitation in telling you the same.

Insights For Deal Planning

    How fast (or slow) will Thomas move?

  • They can reach decisions fairly quickly if they are convinced.
  • Can Thomas take some risk or not?

  • They don’t mind risks but can be quite binary about them.

You And Thomas

Personality Compatibility


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