Jessica Allen

Commander
DISC Type : D

Chief Operating Officer at Defense Cybersecurity Group (DCG)

Union, Kentucky, United States

Overview

Jessica Allen is a technology executive with over two decades of experience, currently serving as the Chief Operating Officer at Defense Cybersecurity Group. She specializes in IT transformation and aligning technology with business goals. A graduate of Northern Kentucky University, she is also a recognized speaker at executive IT leadership summits.

Jessica is an active participant in the Cincinnati tech community, having served as a board member for The Circuit. She is passionate about professional development and has spoken on panels about navigating challenges like imposter syndrome within the IT industry, showing her commitment to mentoring others.

She is considered a thought leader in the IT and cybersecurity space, frequently speaking at CIO and CISO summits.

Personality Overview

Candid & Clear

Strong-Willed

Risk-Taker

They respond better to strong and respectful interactions.  They like to be in a position where they can control the conversation and terms. They are very proud of what they do.

Topics They Care About

Defense Cybersecurity
As COO of Defense Cybersecurity Group, she is focused on CMMC compliance and protecting the nation's Defense Industrial Base, a frequent topic in her recent posts.
IT Transformation
Her career is centered on transforming IT organizations into business enablers, building high-performing teams, and executing visionary strategies across multiple enterprises.
Startup Leadership
She recently shared insights on her role as a startup COO, discussing the unique challenges and processes involved in scaling a small, growing company.

Media Appearances

Jessica has no verified media appearances

Work History

9-2025
Chief Operating Officer at Defense Cybersecurity Group (DCG)
12-2021 - 8-2025
Chief Information Officer at Skidmore Sales & Distributing Co., Inc.
1-2021 - 12-2021
Senior Director, IT at PDI
8-2020 - 1-2021
Independent Consultant - IT Transformation at PDI
1-2018 - 6-2025
Board of Trustees Member at The Circuit

Education

Master's degree from Northern Kentucky University
Distribution Leadership Program from The Ohio State University

More Information

Social Presence :

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Exp : 28 Location : Union, Kentucky, United States Job Level : Leadership Designation : Chief Operating Officer at Defense Cybersecurity Group (DCG)
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Insights For Selling To Jessica

During A Call Or A Meeting

DO's

  • Speak about competitive differentiation that your product offers
  • Refer to testimonials from well-known industry leaders
  • Be respectful but crisp

DONT's

  • Do not back off when challenged, respond with a confident, objective answer instead
  • Don’t take too much time in sending them information if they ask for any
  • Avoid being too verbose

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jessica is

  • Conviction around the impact matters the most to them, followed by a sense of achievement and ROI.
  • Will you ever get a clear answer from Jessica

  • If they are not convinced, they will say no without any hesitation.

Insights For Deal Planning

    How fast (or slow) will Jessica move?

  • They can take decisions very fast if you manage to convince them.
  • Can Jessica take some risk or not?

  • The risks don’t matter much to them.

You And Jessica

Personality Compatibility


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