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Who Can You Trust? AI, Cybersecurity & Starting Over | Keisha Bent
Who do you trust when everyone claims to be an expert?
Keisha Bent has spent years working in technology, project management, and compliance. Now she's pursuing a new direction in cybersecurity and privacy, studying at Florida State University's College of Law and building her podcast, Oh Hell No, Not My Data.
In this episode of The Briefing, Dr. Tuboise Floyd talks with Keisha about career transitions, AI privacy, cybersecurity, professional credibility, and the work of independent media.
The conversation begins with a practical question: When an organization approves an AI tool, how do employees know what they're actually permitted to do with it?
From there, we explore human oversight of AI, the risks of autonomous agents, and the difficulty of separating credible expertise from impressive credentials.
Keisha shares what happened when a podcast guest couldn't answer questions about their claimed area of expertise, how she handled the conversation, and why curiosity remains central to her approach.
We also discuss her decision to pursue cybersecurity and privacy law, the transferable skills that make career changes possible, and what goes into building an independent podcast.
Toward the end, Keisha offers advice for anyone starting something new:
“Don't follow trends. Don't follow the hype. Follow your interests.”
In this conversation:
- Breaking into cybersecurity through compliance, privacy, and transferable skills
- AI governance, employee training, and appropriate use of approved AI tools
- Human-in-the-loop oversight and AI agents
- How to evaluate expertise and ask better questions
- Changing careers and pursuing graduate education
- Building an independent podcast with patience and purpose
- Defining success on your own terms
About the guest
Keisha Bent is the host of Oh Hell No, Not My Data, a podcast exploring cybersecurity, privacy, technology, and the professionals working across these fields.
About The Briefing
The Briefing with Dr. Tuboise Floyd explores artificial intelligence, cybersecurity, quantum technology, emerging technology, and the decisions shaping our future.
Independent conversations at the point of decision.
Find the decision. Follow the evidence. Name who owns it.
Host: Dr. Tuboise Floyd
Guest: Keisha Bent, Host of Oh Hell No, Not My Data
Creative Director: Jeremy Jarvis
Production: A Human Signal Production
Explore The Briefing:
https://humansignal.io/thebriefing
Human Signal:
#Cybersecurity #ArtificialIntelligence #CareerChange
This podcast uses the following third-party services for analysis:
OP3 - https://op3.dev/privacy
