In this conversation, Kyser Clark interviews Nathan Rice, a senior penetration tester, about his background and experience in cybersecurity. They discuss the differences between penetration testing and red team operations, the importance of starting with penetration testing before moving to red teaming, and the challenges and rewards of obtaining certifications. They also touch on the skills required for malware development and the importance of staying up to date with evolving techniques. Nathan shares advice for aspiring red team operators and emphasizes the need to be proactive and not be afraid to ask questions.

Connect with Nathan Rice: https://www.linkedin.com/in/nathan-rice-b52209123/

Takeaways

• Penetration testing and red team operations have distinct differences, with red teaming requiring more patience, stealth, and intent to emulate real-world threat adversaries.
• Starting with penetration testing before transitioning to red team operations is recommended, as the skills learned in penetration testing translate well to red teaming.
• Obtaining certifications in cybersecurity, such as OSCP and OSEP, can be challenging and may require multiple attempts, but they provide valuable knowledge and recognition in the field.
• Malware development skills are important for red team operators, as having the ability to create custom tools and bypass EDRs is crucial for success.
• Aspiring red team operators should not be afraid to ask questions, be proactive, and not get caught up in analysis paralysis. Getting caught is part of the learning process and should be used as an opportunity to improve.
• Moving with intent and being able to think creatively are essential skills for red team operators, as they need to constantly adapt and find new ways to bypass defenses.

Connect
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Music by Karl Casey @ White Bat Audio

Attention Listeners: This content is strictly for educational purposes, emphasizing ETHICAL and LEGAL hacking only. I do not, and will NEVER, condone the act of illegally hacking into computer systems and networks for any reason. My goal is to foster cybersecurity awareness and responsible digital behavior. Please behave responsibly and adhere to legal and ethical standards in your use of this information.

Opinions are my own and may not represent the positions of my employer.