The No Password Required Podcast is dedicated to introducing and celebrating the practitioners, leaders, researchers, and individuals who are shaping the cybersecurity industry. Join us for an in-depth conversation that explores our guests' personalities, expertise, and the path that led them into cybersecurity. The team also discusses current cyber threats and readiness tips for security professionals and business leaders alike.

Courtney Jackson is the CEO of Paragon Cyber Solutions, a Tampa-based cybersecurity solutions provider. If Courtney’s name sounds familiar, that may be because she was named the Global 2022 Cybersecurity Woman Entrepreneur of the Year! In addition, Courtney is a 2023 BusinessWoman of the Year honoree and a veteran of the U.S. Navy, where she was introduced to the world of cyber and IT.

​In this episode of No Password Required, Courtney joins Carlton Fields' Jack Clabby and KnowBe4’s Kayley Melton to talk about her path to becoming a CEO, the resources that she wished she’d had when starting her career in this industry, how she uses a cybersecurity apprenticeship program approved by the Department of Education and Department of Veterans Affairs and SkillBridge to fill her growing team with talent, and the “one” family-night game that brings out her family’s competitive spirit.

Jack and Kayley also talk about the unlikely duo behind the 2016 Bitfinex hack — one of whom is most known by her persona as the aspiring rapper “Razzlekhan.”

©2026 Carlton Fields, P.A. Carlton Fields practices law in California through Carlton Fields, LLP. Carlton Fields publications should not be construed as legal advice on any specific facts or circumstances. The contents are intended for general information and educational purposes only, and should not be relied on as if it were advice about a particular fact situation. The distribution of this publication is not intended to create, and receipt of it does not constitute, an attorney-client relationship with Carlton Fields. This publication may not be quoted or referred to in any other publication or proceeding without the prior written consent of the firm, to be given or withheld at our discretion. To request reprint permission for any of our publications, please use our Contact Us form via the link below. The views set forth herein are the personal views of the author and do not necessarily reflect those of the firm. This site may contain hypertext links to information created and maintained by other entities. Carlton Fields does not control or guarantee the accuracy or completeness of this outside information, nor is the inclusion of a link to be intended as an endorsement of those outside sites.

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