In this episode of The Hacker’s Cache, Kyser Clark sits down with Red Team Consultant Robert O’Connor to unpack the realities of shellcode evasion in 2025. They dive into how antivirus and EDR solutions actually detect malicious payloads, the rise of fileless malware, and why network-level detection is still overlooked. Robert shares his hands-on experience building custom evasion techniques, his transition from pentesting to red teaming, and how certifications like CRTO and OSED fit into the bigger picture. Whether you’re a pentester, red teamer, or just curious about modern adversary simulation, this conversation reveals what still works, what doesn’t, and where the field is heading. 

Connect with Robert O’Connor on LinkedIn: https://www.linkedin.com/in/robert-o-connor-16634a164/

Follow Robert on Twitter: https://x.com/Eternal_NOP

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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.