E007 - AI or Not - Opeyemi Kolawole and Pamela Isom

AI or Not

Welcome to "AI or Not," the podcast where we explore the intersection of digital transformation and real-world wisdom, hosted by the accomplished Pamela Isom. With over 25 years of experience guiding leaders in corporate, public, and private sectors, Pamela, the CEO and Founder of IsAdvice & Consulting LLC, is a veteran in successfully navigating the complex realms of artificial intelligence, innovation, cyber issues, governance, data management, and ethical decision-making.

What happens when artificial intelligence meets the cutting edge of cybersecurity? In this episode of AI or Not, we sit down with Opeyemi Kolowole, a respected red team operator and ethical hacker, to uncover the fascinating interplay between AI and red teaming. Opeyemi shares his rich journey from penetration testing to his current role, and even gives us a peek into his personal interests, like playing soccer and chess. This episode promises an engaging blend of professional insights and practical advice for anyone interested in the cybersecurity landscape.
Opeyemi delves into the dual nature of AI in cybersecurity, highlighting how it enhances efficiency through automation while also presenting new vulnerabilities. He sheds light on the necessity of human oversight to ensure the accuracy of AI-generated results and the potential pitfalls when cyber adversaries exploit these technologies. The conversation covers intriguing topics like the concept of "jailbreaking" AI systems such as ChatGPT, and offers a balanced view of the benefits and risks of integrating AI into red teaming practices. It's an eye-opening discussion that emphasizes the indispensable role of ethical considerations in this fast-evolving field.
We wrap up the episode by exploring the critical importance of continuous learning and ethical conduct in cybersecurity. Opeyemi underscores the value of obtaining specialized certifications to stay ahead of advanced persistent threats (APTs) and the rapid advancements in AI technologies. He shares practical tips on setting learning goals, embracing areas of weakness, and the necessity of ongoing education. For those eager to thrive in the dynamic world of cybersecurity, this episode offers invaluable guidance on maintaining personal well-being and professional excellence amid the industry's high demands.

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1. Evolution of Red Teaming With AI (00:00:00)

2. Effectiveness and Vulnerabilities of AI (00:04:51)

3. Enhancing Cybersecurity Skills and AI Ethics (00:11:52)

4. Continuous Learning in Cybersecurity Profession (00:17:49)

5. Cybersecurity Training and Responsibility (00:23:35)