Everything AI & Law

Digital Evidence in the AI Age: Legal & Technical Perspectives | Curtis Preston & Tolulope Awoyomi


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As AI technology advances, the legal landscape is evolving to address digital evidence, deepfakes, and cybersecurity risks. How do courts verify AI-generated vs. authentic content? What are the legal and technical challenges ahead?

In this episode, Tolulope Awoyomi is joined by W. Curtis Preston, a cybersecurity and data recovery expert, to explore the intersection of AI, law, and digital forensics.


Key Discussion Topics:

  • Technical vs. Legal Expertise – Why both perspectives matter in AI law
  • AI in the Legal Industry – Current and future impact of AI on legal practice
  • Deepfakes & Digital Evidence – How AI-generated content is influencing court proceedings
  • Authenticating Digital Evidence – Differentiating real vs. AI-generated material
  • Explaining AI & Tech to Lawyers – Bridging the gap between legal and technical professionals
  • AI & Cyber Recovery – The intersection of AI, law, and cybersecurity
  • Ethical Challenges of AI in Law – How to ensure responsible AI use in the legal system
  • Future Predictions – AI, discovery, and the legal landscape in the next decade


This episode is essential for legal professionals, tech experts, cybersecurity specialists, and anyone interested in AI’s role in the justice system!

Chapter Timestamps:

  • 00:00 - Prelude
  • 00:38 - Introduction
  • 01:40 - Why the blend of Technical Expertise and Legal Knowledge
  • 03:35 - Initiated 3 legal cases as a non-attorney and prevailed
  • 06:38 - Law, Tech, and AI: Impact and influence in the legal industry
  • 09:40 - AI in court: Deepfakes and challenges in presenting digital evidence
  • 14:59 - Differentiating AI-generated vs. authentic content in legal cases
  • 16:12 - How to explain AI and tech to legal professionals
  • 23:10 - Should lawyers learn technical concepts?
  • 24:52 - AI’s role in cybersecurity & data recovery
  • 26:10 - Ethical AI challenges in the legal industry
  • 28:31 - AI’s impact on law, discovery, and digital forensics in the next decade
  • 34:02 - Final Thoughts
  • 34:52 - Outro


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Pre-order: ⁠⁠AI, Machine Learning, Deep Learning: From Novice to Pro⁠

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Everything AI & LawBy Tolulope Awoyomi